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Asymmetric syntheses with amino acids

  • Jürgen Martens
Conference paper
Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 125)

Keywords

Enantiomeric Excess Optical Purity Asymmetric Synthesis Grignard Reagent Optical Yield 
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5 References

  1. 1.
    Cushman, D. W. et al.: Biochemistry 16, 5484 (1977)CrossRefPubMedGoogle Scholar
  2. 2. a)
    Bestmann, H. J., Vostrowsky, O.: Naturwissensch. 69, 457 (1982)CrossRefGoogle Scholar
  3. 2. b)
    Light, D. M., Birch, M. C.: ibid. 69, 243 (1982)CrossRefGoogle Scholar
  4. 3.
    Moser, H., Rihs, G., Sauter, H.: Z. Naturforsch. 37b, 451 (1982)Google Scholar
  5. 4.
    Markwald, W.: Ber. dtsch. Chem. Ges. 37, 1368 (1904)Google Scholar
  6. 5.
    Morrison, J. D., Mosher, H. S.: Asymmetric Organic Reactions, Englewood Cliffs, New Jersey, Prentice-Hall 1971Google Scholar
  7. 6.
    For a definition of the term “prochirality” see: Eliel, E. L.: Topics in Current Chemistry 105, 1 (1982)Google Scholar
  8. 7.
    For a recent review see: Whitesides, G. M., Wong, C.-H.: Aldrichimica Acta 16, 27 (1983)Google Scholar
  9. 8.
    Chibata, S.: Applications of Immobilized Enzymes for Asymmetric Reactions, Am. Chem. Soc. Symp. Series 185, Washington, DC, 1982Google Scholar
  10. 9. a)
    Scott, J. W., Valentine, D.: Science 184, 943 (1974)PubMedGoogle Scholar
  11. 9. b)
    Valentine, D., Scott, J. W.: Synthesis 1978, 329Google Scholar
  12. 10. a)
    Meyers, A. I.: Acc. Chem. Res. 11, 375 (1978)CrossRefGoogle Scholar
  13. 10. b)
    Meyers, A. I., Mihelic, E. D.: New Synthetic Methods 5, 105 (1979)Google Scholar
  14. 11.
    Kagan, H. B., Fiaud, J. C.: Top. Stereochem. 10, 175 (1978)Google Scholar
  15. 12. a)
    Otsuka, S.: Kagaku Zokan (Kyoto) 97, 3 (1982) [Chem. Abstr. 98, 15999 e (1983)]Google Scholar
  16. 12. b)
    Otsuka, S., Tani, K.: Kagaku Zokan (Kyoto) 97, 127 (1982) [Chem. Abstr. 98, 15997 c (1983)]Google Scholar
  17. 13.
    Apsimon, J. W., Sequin, R. P.: Tetrahedron 35, 2797 (1979)CrossRefGoogle Scholar
  18. 14.
    Fischli, A.: Chimia 30, 4 (1976)Google Scholar
  19. 15.
    Wynberg, H.: Recl. Trav. Chim. Pays-Bas 100, 393 (1981)Google Scholar
  20. 16.
    Masamune, S., Choy, W.: Aldrichimica Acta 15, 47 (1982)Google Scholar
  21. 17.
    Heathcock, C. H.: Science 214, 395 (1981)Google Scholar
  22. 18. a)
    Fraser-Reid, B., Anderson, R. C.: Fortschr. Chem. Org. Naturst. 39, 1 (1980)Google Scholar
  23. 18. b)
    Cohen, N.: Accounts Chem. Res. 9, 412 (1976)CrossRefGoogle Scholar
  24. 18. c)
    Fraser-Reid, B., Mo Sun, K., Tam, T. F.: Bull. Chem. Soc. Fr. 1981, II-230Google Scholar
  25. 18. d)
    Fraser-Reid, B. et al.: Carbohydrate derivatives in the asymmetric synthesis of natural products, in: Organic synthesis today and tomorrow (Trost, B. M., Hutchinson, C. R. ed.), p. 319, Oxford, New York 1981Google Scholar
  26. 18. e)
    Hanessian, S. et al.: Can. J. Chem. 60, 2292 (1982)Google Scholar
  27. 18. f)
    Hoppe, I., Schöllkopf, U.: Liebigs Ann. Chem. 1982, 1548Google Scholar
  28. 18. g)
    Kinoshita, M. et al.: Carbohydr. Res. 109, 5 (1982)CrossRefGoogle Scholar
  29. 18. h)
    Sherk, A. E., Fraser-Reid, B.: J. Org. Chem. 47, 932 (1982)CrossRefGoogle Scholar
  30. 18. i)
    Fraser-Reid, B. et al.: ibid. 47, 935 (1982)CrossRefGoogle Scholar
  31. 18. j)
    Fraser-Reid, B. et al.: ibid. 47, 941 (1982)CrossRefGoogle Scholar
  32. 18. k)
    Pochet, S., Huynh-Dinh, T.: ibid. 47, 193 (1982)CrossRefGoogle Scholar
  33. 18. l)
    Mubarak, A. M., Brown, D. M.: J. Chem. Soc. Perkin I 1982, 809Google Scholar
  34. 18. m)
    Redlich, H. et al.: Liebigs Ann. Chem. 1983, 393Google Scholar
  35. 18. n)
    Redlich, H. et al.: ibid. 1983, 412Google Scholar
  36. 18. o)
    Schmidt, R. R., Maier, M.: Synthesis 1982, 747Google Scholar
  37. 18. p)
    Redlich, H., Xiang-jun, J.: Liebigs Ann. Chem. 1982, 717Google Scholar
  38. 18. q)
    Redlich, H.: ibid. 1982, 708Google Scholar
  39. 18. r)
    Paulsen, H., Stubbe, M.: ibid. 1983, 535Google Scholar
  40. 18. s)
    Prugh, J. D., Deana, A. A.: Tetrahedron Lett. 1982, 281Google Scholar
  41. 18. t)
    Vasella, A., Voeffray, R.: J. Chem. Soc. Chem. Commun. 1981, 97Google Scholar
  42. 18. u)
    Takano, S. et al.: Tetrahedron Lett. 1983, 401Google Scholar
  43. 18. v)
    Kakinuma, K.: ibid. 1982, 1697Google Scholar
  44. 18. w)
    Paulsen, H., Stubbe, M.: ibid. 1982, 3171Google Scholar
  45. 19. a)
    Brown, H. C. et al.: Tetrahedron 37, 3547 (1981)CrossRefGoogle Scholar
  46. 19. b)
    Brown, H. C. et al.: J. Org. Chem. 47, 5065 (1982)CrossRefGoogle Scholar
  47. 19. c)
    Brown, H. C. et al.: ibid., 5074 (1982)CrossRefGoogle Scholar
  48. 19. d)
    Whitesell, J. K. et al.: J. Chem. Soc. Chem. Commun. 1982, 988Google Scholar
  49. 19. e)
    Whitesell, J. K. et al.: ibid. 1982, 989Google Scholar
  50. 19. f)
    Sugita, T. et al.: Bull. Chem. Soc. Jpn. 55, 1677 (1982)Google Scholar
  51. 19. g)
    Noe, C. R.: Chem. Ber. 115, 1607 (1982)Google Scholar
  52. 19. h)
    Noe, C. R.: ibid. 115, 1591 (1982)Google Scholar
  53. 19. i)
    Noe, C. R.: ibid. 115, 1576 (1982)Google Scholar
  54. 19. j)
    Consighio, G., Pino, P.: Advances in asymmetric hydrocarbonylation, Am. Chem. Soc. Symp. Series 196, p. 371, Washington, D.C., 1982Google Scholar
  55. 19. k)
    Brandänge, S. et al.: Acta Chem. Scand. B35, 273 (1981)Google Scholar
  56. 19. l)
    Oppolzer, W. et al.: Helv. Chim. Acta 64, 2802 (1981)CrossRefGoogle Scholar
  57. 19. m)
    Oppolzer, W., Löher, H. J.: ibid. 64, 2808 (1981)CrossRefGoogle Scholar
  58. 19. n)
    Annuziata, R., Cinquini, M.: Synthesis 1982, 767Google Scholar
  59. 20. a)
    Bosnich, B., Mackenzie, P. B.: Pure Appl. Chem. 54, 189 (1982)Google Scholar
  60. 20. b)
    Teramoto, T. et al.: Tetrahedron Lett. 1981, 1109Google Scholar
  61. 20. c)
    Duhamel, L., Plaquevent, J.-C.: Bull. Soc. Chim. Fr. 1982, II-75Google Scholar
  62. 20. d)
    Sharpless, K. B. et al.: Pure Appl. Chem. 55, 589 (1983)Google Scholar
  63. 20. e)
    Osawa, T., Harada, T.: Chem. Lett. 1982, 315Google Scholar
  64. 20. f)
    Törös, S. et al.: J. Organomet. Chem. 232, C 17 (1982)Google Scholar
  65. 20. g)
    Pittmann, C. U. et al.: J. Chem. Soc. Chem. Commun. 1982, 473Google Scholar
  66. 20. h)
    Bosnich, B. et al.: ibid. 1981, 1278Google Scholar
  67. 20. i)
    Frater, G. et al.: Tetrahedron Lett. 1981, 4221Google Scholar
  68. 20. j)
    Yoshikawa, S. et al.: Chem. Lett. 1982, 1179Google Scholar
  69. 20. k)
    Seebach, D., Hungerbühler, E.: Asymmetric synthesis with tartaric acid, in: Modern synthetic methods, Vol. 2, p. 91 (Scheffold, R. ed.), Frankfurt am Main, Salle/Sauerländer 1980Google Scholar
  70. 21. a)
    Matsumoto, K., Uchida, T.: Chem. Lett. 1981, 1673Google Scholar
  71. 21. b)
    Wynberg, H., Staring, E. G. J.: J. Am. Chem. Soc. 104, 166 (1982)CrossRefGoogle Scholar
  72. 21. c)
    Kunieda, N., Kinoshita, M.: Phosphorus Sulfur 1981, 383Google Scholar
  73. 22. a)
    Takahashi, H., Inagaki, H.: Chem. Pharm. Bull. 30, 922 (1982)Google Scholar
  74. 22. b)
    Takahashi, H. et al.: ibid. 29, 3387 (1981)Google Scholar
  75. 22. c)
    Bates, H. A.: J. Org. Chem. 46, 4931 (1981)CrossRefGoogle Scholar
  76. 22. d)
    Mangeney, P. et al.: Tatrahedron Lett. 1983, 373Google Scholar
  77. 22. e)
    Beck, W. et al.: Z. Naturforsch. 36b, 578 (1981)Google Scholar
  78. 23.
    Drauz, K., Kleemann, A., Martens, J.: Angew. Chem. 94, 590 (1982), Angew. Chem. Int. Ed. Engl. 21, 584 (1982)Google Scholar
  79. 24.
    Jones, J. B., Sih, C. J., Perlmann, D.: Techniques of Chemistry, Application of Biochemical Systems in Organic Chemistry, Part I and II, New York, Wiley 1976Google Scholar
  80. 25.
    Laymann, P. L.: Chem. Eng. News, Jan. 3, 1983, p. 18Google Scholar
  81. 26. a)
    Hoppe, B., Martens, J.: Chemie in unserer Zeit 17, 41 (1983)CrossRefGoogle Scholar
  82. 26. b)
    Sadovnikova, M. S., Belikov, V. M.: Russ. Chem. Rev. 47, 199 (1978)Google Scholar
  83. 26. c)
    Kleemann, A.: Chemiker-Z. 106, 151 (1982)Google Scholar
  84. 27. a)
    Izumi, Y., Chibata, I., Itoh, T.: Angew. Chem. 90, 187 (1978), Angew. Chem. Int. Ed. Engl. 17, 176 (1978)Google Scholar
  85. 27. b)
    Shpak, V. S. et al.: Vestn. Akad. Nauk SSSR 1983, 107Google Scholar
  86. 27. c)
    Hoppe, B., Martens, J.: Chemie in unserer Zeit 18, 73 (1984)CrossRefGoogle Scholar
  87. 28.
    Yamada, H., Kumagai, H.: Pure Appl. Chem. 50, 1117 (1978)Google Scholar
  88. 29. a)
    Dinelli, D., Marconi, W., Cecere, F., Galli, G., Morisi, F.: Enzyme Engineering, Vol. 3 (Pye, E. K., Weetall, H. H. ed.), New York, Plenum 1978, p. 477Google Scholar
  89. 29. b)
    Guivarch, M., Gillonnier, C., Brunie, J.-C.: Bull. Soc. Chim. Fr. 1980, II-91Google Scholar
  90. 30.
    Čaplar, V., Comisso, G., Šunjić, V.: Synthesis 1981, 85Google Scholar
  91. 31.
    Akashi, T.: Review given at CHEMRAWN II in Manila (1982)Google Scholar
  92. 32. a)
    Harmon, R. E., Gupta, S. K., Brown, D. J.: Chem. Rev. 1973, 7321Google Scholar
  93. 32. b)
    Benes, J., Hetflejs, J.: Chem. Listy 68, 916 (1974)Google Scholar
  94. 32. c)
    Brown, J. M.: Chem. Ind. 1982, 737Google Scholar
  95. 32. d)
    Knowles, W. S. et al.: Studies of Asymmetric Homogeneous Catalysts (Alyea, E. C., Meek, D. v. W. ed.), Advances in Chemistry Series No. 196, p. 325, Washington, D.C., 1982Google Scholar
  96. 32. e)
    Halpern, J.: Inorg. Chim. Acta 50, 11 (1981)CrossRefGoogle Scholar
  97. 32. f)
    Brunner, H.: Kontakte (Merck) 1981, 3Google Scholar
  98. 32. g)
    Halpern, J.: Pure Appl. Chem. 55, 99 (1983)Google Scholar
  99. 33. a)
    Bourson, J., Oliveros, L.: J. Organometal. Chem. 229, 77 (1982)CrossRefGoogle Scholar
  100. 33. b)
    Matteoli, U. et al.: J. Mol. Catal. 12, 265 (1981)CrossRefGoogle Scholar
  101. 34. a)
    Amma, J. P., Stille, J. K.: J. Org. Chem. 47, 468 (1982)CrossRefGoogle Scholar
  102. 34. b)
    Yamashita, M. et al.: Bull. Chem. Soc. Jpn. 55, 2917 (1982)Google Scholar
  103. 35.
    Gladiali, S. et al.: J. Organomet. Chem. 244, 289 (1983)CrossRefGoogle Scholar
  104. 36.
    Hayashi, T., Kumada, M.: Acc. Chem. Res. 15, 395 (1982)CrossRefGoogle Scholar
  105. 37.
    Horner, L., Winkler, H., Rapp, A., Mentrup, A., Hoffmann, H., Beck, P.: Tetrahedron Lett. 1961, 161Google Scholar
  106. 38. a)
    Knowles, W. S., Sabacky, M. J.: J. Chem. Soc. Chem. Commun. 1968, 1445Google Scholar
  107. 38. b)
    Knowles, W. S., Sabacky, M. J., Vineyard, B. D., Weinkauf, D. J.: J. Am. Chem. Soc. 97, 2567 (1975)CrossRefGoogle Scholar
  108. 39.
    Horner, L.: Pure Appl. Chem. 52, 843 (1980)Google Scholar
  109. 40. a)
    Achiwa, K.: J. Am. Chem. Soc. 98, 8265 (1976)CrossRefGoogle Scholar
  110. 40. b)
    Baker, G. L., Fritschel, S. J., Stille, J. R., Stille, J. K.: J. Org. Chem. 46, 2954 (1981)CrossRefGoogle Scholar
  111. 41. a)
    Achiwa, K.: Tetrahedron Lett. 1977, 3755Google Scholar
  112. 41. b)
    Achiwa, K.: Chem. Lett. 1977, 777Google Scholar
  113. 41. c)
    Achiwa, K.: ibid. 1978, 561Google Scholar
  114. 41. d)
    Achiwa, K., Soga, T.: Tetrahedron Lett. 1978, 1119Google Scholar
  115. 41. e)
    Achiwa, K., Chaloner, P. A., Parker, D.: J. Organomet. Chem. 218, 249 (1981)CrossRefGoogle Scholar
  116. 41. f)
    Ojima, I., Yoda, N.: Tetrahedron Lett. 1980, 1051Google Scholar
  117. 42.
    Kellner, K., Tzschach, A., Nagy-Magos, Z., Markó, L.: J. Organomet. Chem. 193, 307 (1980)CrossRefGoogle Scholar
  118. 43.
    Bergstein, W., Kleemann, A., Martens, J.: Synthesis 1981, 76Google Scholar
  119. 44.
    Joó, F., Trócsányi, E.: J. Organomet. Chem. 231, 63 (1982)CrossRefGoogle Scholar
  120. 45.
    Osakada, K. et al.: Chem. Lett. 1981, 1691Google Scholar
  121. 46.
    Takeuchi, S., Ohgo, Y.: Bull. Chem. Soc. Jpn. 54, 2136 (1981)Google Scholar
  122. 47.
    Brown, J. M. et al.: Rational Approaches to Asymmetric Hydrogenation, ACS Symp. Series 119, 169 (1980)Google Scholar
  123. 48.
    Scott, J. W. et al.: J. Org. Chem. 46, 5086 (1981)CrossRefGoogle Scholar
  124. 49. a)
    Ojima, I., Suzuki, T.: Tetrahedron Lett. 1980, 1239Google Scholar
  125. 49. b)
    Ojima, I., Yoda, N.: ibid. 1982, 3913Google Scholar
  126. 49. c)
    Ojima, I., Yoda, N., Yatabe, M.: ibid. 1982, 3917Google Scholar
  127. 49. d)
    Levine-Pinto, H. et al.: Tetrahedron 38, 119 (1982)CrossRefGoogle Scholar
  128. 49. e)
    Ojima, I. et al.: J. Org. Chem. 47, 1329 (1982)CrossRefGoogle Scholar
  129. 50.
    Ojima, I., Yoda, N.: Tetrahedron Lett. 1982, 3913Google Scholar
  130. 51. a)
    Achiwa, K.: Heterocycles 8, 247 (1977)Google Scholar
  131. 51. b)
    Valentine, D., Sun, R. C., Toth, K.: J. Org. Chem. 45, 3703 (1980)CrossRefGoogle Scholar
  132. 51. c)
    Koenig, K. E., Bachman, G. L., Vineyard, B. D.: ibid. 45, 2362 (1980)CrossRefGoogle Scholar
  133. 52.
    Schrock, R. R., Osborn, J. A.: J. Chem. Soc. Chem. Commun. 1970, 567Google Scholar
  134. 53.
    Ojima, I., Kogure, I., Achiwa, K.: ibid. 1977, 428Google Scholar
  135. 54. a)
    Ojima, I., Kogure, T., Terasaki, T., Achiwa, K.: J. Org. Chem. 43, 3444 (1978)CrossRefGoogle Scholar
  136. 54. b)
    Achiwa, K., Kogure, T., Ojima, I.: Tetrahedron Lett. 1977, 4431Google Scholar
  137. 54. c)
    Ojima, I., Kogure, T.: J. Organomet. Chem. 195, 239 (1980)CrossRefGoogle Scholar
  138. 55. a)
    Woerde, H. W., Bostelaar, L. J., Hoek, A., Sachtler, W. M. H.: J. Catal. 76, 316 (1982)CrossRefGoogle Scholar
  139. 55. b)
    Nakahata, M. et al.: Bull. Chem. Soc. Jpn. 55, 2186 (1982)Google Scholar
  140. 55. c)
    Kawaken Fine Chemicals Co., Ltd. (Inventors: Harada, T. et al.) Germ. Pat. 2917752 (1982)Google Scholar
  141. 56.
    Brunner, H.: Chemie in unserer Zeit 14, 177 (1980)CrossRefGoogle Scholar
  142. 57. a)
    Izumi, Y.: Angew. Chem. 83, 956 (1971), Angew. Chem. Int. Ed. Engl. 10, 871 (1971)Google Scholar
  143. 57. b)
    Klabunovskii, E. I. et al.: Izv. Akad. Nauk SSSR, Ser. Khim. 1980, 121 [Chem. Abstr. 93, 25560 r (1980)]Google Scholar
  144. 58.
    Isoda, T., Ichikawa, A., Shimamoto, T.: J. Sci. Res. Inst. Tokyo 34, 143 (1958)Google Scholar
  145. 59.
    Gourley, R. N., Grimshaw, J., Millar, P. G.: J. Chem. Soc. C 1970, 2318Google Scholar
  146. 60.
    Kopilov, J., Kariv, E., Miller, L. L.: Electroanal. Chem. 99, 3450 (1977)Google Scholar
  147. 61. a)
    Watkins, B. W., Behling, J. B., Kariv, E., Miller, L. L.: ibid. 97, 3549 (1975)Google Scholar
  148. 61. b)
    Firth, B. E., Miller, L. L., Mitani, M., Rogers, T., Lennox, J., Murray, R. W.: ibid. 98, 8271 (1976)Google Scholar
  149. 61. c)
    Firth, B. E., Miller, L. L.: ibid. 98, 8272 (1976)Google Scholar
  150. 62.
    Nonaka, T., Kumai, Y., Ito, M., Fuchigami, T.: Rep. Asahi Glass Found. Ind. Technol. 32, 155 (1978)Google Scholar
  151. 63.
    Abe, S., Nonaka, T., Fuchigami, T.: J. Am. Chem. Soc. 105, 3630 (1983)CrossRefGoogle Scholar
  152. 64.
    Brunner, H., Riepl, G., Weitzer, H.: Angew. Chem. 95, 326 (1983), Angew. Chem. Int. Ed. Engl. 22, 326 (1983)Google Scholar
  153. 65.
    Eder, U., Sauer, G., Wiechert, R.: Angew. Chem. 83, 492 (1971), Angew. Chem. Int. Ed. Engl. 10, 496 (1971)Google Scholar
  154. 66.
    Hajos, Z. G., Parrish, D. R.: J. Org. Chem. 39, 1615 (1974)CrossRefGoogle Scholar
  155. 67. a)
    Nagasawa, K., Hiroi, K., Yamada, S.: J. Pharm. Soc. Jpn.: 95, 46 (1975)Google Scholar
  156. 67. b)
    Micheli, R. A. et al.: J. Org. Chem. 40, 675 (1975)CrossRefPubMedGoogle Scholar
  157. 67. c)
    Cohen, N. et al.: ibid. 40, 681 (1975)CrossRefPubMedGoogle Scholar
  158. 67. d)
    Eder, U. et al.: Helv. Chim. Acta 59, 999 (1976)CrossRefPubMedGoogle Scholar
  159. 67. e)
    Eder, U. et al.: Chem. Ber. 109, 2948 (1976)Google Scholar
  160. 67. f)
    Wang, K. C., Lee, J.-Y.: J. Taiwan Pharm. Ass. 33, 55 (1981)Google Scholar
  161. 67. g)
    Wang, K. C., Lee, J.-Y.: ibid. 33, 45 (1981)Google Scholar
  162. 67. h)
    Wang, K. C., Lai, C. F., Lee, J.-Y.: ibid. 31, 63 (1979)Google Scholar
  163. 67. i)
    Wang, K. C., Lai, C. F.: ibid. 32, 44 (1980)Google Scholar
  164. 67. j)
    Wang, K. C., Lai, C. F.: ibid. 31, 71 (1979)Google Scholar
  165. 68.
    Cohen, N.: Acc. Chem. Res. 9, 412 (1976)CrossRefGoogle Scholar
  166. 69.
    Takano, S., Kasahara, C., Ogasawara, K.: J. Chem. Soc. Chem. Commun. 1981, 635Google Scholar
  167. 70.
    Woodward, R. B.: Perspectives in Organic Chemistry (Todd, A ed.), New York, Interscience Publ. 1956Google Scholar
  168. 71. a)
    Woodward, R. B. et al.: J. Am. Chem. Soc. 103, 3210 (1981)CrossRefGoogle Scholar
  169. 71. b)
    Woodward, R. B. et al.: ibid. 103, 3213 (1981)CrossRefGoogle Scholar
  170. 71. c)
    Woodward, R. B. et al.: ibid. 103, 3215 (1981)CrossRefGoogle Scholar
  171. 72. a)
    Coisne, J.-M. et al.: Bull. Soc. chim. Belg. 90, 481 (1981)Google Scholar
  172. 72. b)
    Tamai, Y. et al.: J. Chem. Soc. Chem. Commun. 1983, 114Google Scholar
  173. 73.
    More recent review: Hayashi, T.: Asymmetric Grignard Cross-Coupling Catalyzed by Chiral Phosphine-Nickel and Phosphine-Palladium Complexes, in Asymmetric Reactions and Processes in Chemistry (Eliel, E. L., Otsuka, S. ed.), American Chemical Soc. Symp. Series Vol. 185, p. 177 (1982)Google Scholar
  174. 74. a)
    Hayashi, T. et al.: Tetrahedron Lett. 1980, 4623Google Scholar
  175. 74. b)
    Hayashi, T. et al.: ibid. 1981, 137Google Scholar
  176. 75. a)
    Tsuboyama, T. S.: Bull. Chem. Soc. Jpn. 35, 1004 (1962)Google Scholar
  177. 75. b)
    Ueyanagi, K., Inoue, S.: Makromol. Chem. 178, 235 (1977)CrossRefGoogle Scholar
  178. 75. c)
    Oku, J., Ito, N., Inoue, S.: ibid. 180, 1089 (1979)CrossRefGoogle Scholar
  179. 75. d)
    Oku, J., Inoue, S.: J. Chem. Soc. Chem. Commun. 1981, 229Google Scholar
  180. 75. e)
    Oku, J., Ito, N., Inoue, S.: Makromol. Chem. 183, 579 (1982)CrossRefGoogle Scholar
  181. 76.
    Becker, W., Pfeil, E.: J. Am. Chem. Soc. 88, 4299 (1966)CrossRefGoogle Scholar
  182. 77. a)
    Juliá, S., Masana, J., Vega, J. C.: Angew. Chem. 92, 968 (1980), Angew. Chem. Int. Ed. Engl. 19, 929 (1980), and references cited thereinGoogle Scholar
  183. 77. b)
    Juliá, S. et al.: J. Chem. Soc. Perkin I 1982, 1317Google Scholar
  184. 77. c)
    Colonna, S. et al.: Tetrahedron 39, 1635 (1983)CrossRefGoogle Scholar
  185. 77. d)
    Juliá, S. et al.: Anal Quim 1983, in pressGoogle Scholar
  186. 78.
    Yamada, S., Mashiko, T., Terashima, S.: J. Am. Chem. Soc. 99, 1980 (1977)CrossRefGoogle Scholar
  187. 79.
    Michaelson, R. C., Palermo, R. E., Sharpless, K. B.: ibid. 99, 1990 (1977)CrossRefGoogle Scholar
  188. 80.
    Coleman-Kammula, S., Duim-Koolstra, E. Th.: J. Organometal. Chem. 246, 53 (1983)CrossRefGoogle Scholar
  189. 81.
    Mashiko, T., Terashima, S., Yamada, S.: Yakugaku Zasshi 100, 319 (1980)Google Scholar
  190. 82. a)
    Mukaiyama, T., Ikegawa, A., Suzuki, K.: Chem. Lett. 1981, 165Google Scholar
  191. 82. b)
    Suzuki, K., Ikegawa, A., Mukaiyama, T.: Bull. Chem. Soc. Jpn. 55, 3277 (1982), for related Michael additions catalyzed by alkaloids see: a) Ahuja, R. R. et al.: Ind. J. Chem. 21 B, 299 (1982), b) Bhongle, N. N.: Ind. J. Chem. 21 B, 304 (1982), and papers cited thereinGoogle Scholar
  192. 83.
    Suzuki, K., Ikegawa, A., Mukaiyama, T.: Chem. Lett. 1982, 899Google Scholar
  193. 84. a)
    Onuma, K., Itoh, T., Nakamura, A.: ibid. 1980, 481Google Scholar
  194. 84. b)
    Meyer, D. et al.: J. Org. Chem. 45, 4680 (1980)CrossRefGoogle Scholar
  195. 84. c)
    Poulin, J.-C., Meyer, D., Kagan, H. B.: C. R. Acad. Sci., Ser. C 1980, 69Google Scholar
  196. 84. d)
    Izumiya, N. et al.: J. Am. Chem. Soc. 99, 8346 (1977)CrossRefPubMedGoogle Scholar
  197. 84. e)
    Bycroft, B. W., Lee, G. R.: J. Chem. Soc. Chem. Commun. 1975, 988Google Scholar
  198. 84. f)
    Bycroft, B. W., Lee, G. R.: ibid. 1976, 616Google Scholar
  199. 84. g)
    Davies, J. S., Ibrahim, M. N.: Tetrahedron Lett. 1977, 1453Google Scholar
  200. 84. h)
    Poisel, H., Schmidt, U.: Chem. Ber. 106, 3408 (1973), cf. Pieroni, O. et al.: Int. J. Peptide Protein Res. 10, 107 (1977)Google Scholar
  201. 84. i)
    Nakayama, M. et al.: Bull. Chem. Soc. Jpn. 44, 1150 (1971)Google Scholar
  202. 84. j)
    Davies, J. S., Eaton, M. C., Ibrahim, M. N.: J. Heterocycl. Chem. 17, 1813 (1980)Google Scholar
  203. 84. k)
    Ojima, J., Yatabe, M.: Chem. Lett. 1982, 1335Google Scholar
  204. 84. l)
    Akabori, S. et al.: Proc. Jpn. Acad. Sci. 27, 7 (1951)Google Scholar
  205. 84. m)
    Bergmann, M., Tietzman, J. E.: J. Biol. Chem. 155, 535 (1944)Google Scholar
  206. 84. n)
    Hashimoto, Y. et al.: Int. J. Pept. Protein Res. 21, 11 (1983)PubMedGoogle Scholar
  207. 85.
    Compagnia di Ricerca Chimia (Inventors: Decorte, E. et al.) Germ. Pat. Appl. (DOS) 32 19 985 (1982)Google Scholar
  208. 86.
    Vincent, M. et al.: Tetrahedron Lett. 1982, 1677Google Scholar
  209. 87.
    Fujimoto, R., Kishi, Y.: ibid. 1981, 4197Google Scholar
  210. 88. a)
    Robins, D. J., Sakdarat, S.: J. Chem. Soc. Chem. Commun. 1979, 1181Google Scholar
  211. 88. b)
    Robins, D. J., Sakdarat, S.: J. Chem. Soc. Perkin I 1981, 909Google Scholar
  212. 89.
    Tamura, M., Harada, K.: Bull. Chem. Soc. Jpn 53, 561 (1980)Google Scholar
  213. 90. a)
    Mukaiyama, T. et al.: Chem. Lett. 1977, 783Google Scholar
  214. 90. b)
    Asami, M. et al.: Bull. Chem. Soc. Jpn. 51, 1869 (1978)Google Scholar
  215. 90. c)
    Asami, M., Mukaiyama, T.: Heterocycles 12, 499 (1979), for similar NaBH4 complexes of Yamada, K. et al.: Tetrahedron Lett. 22, 3869 (1981)Google Scholar
  216. 91.
    Umino, N. et al.: Chem. Pharm. Bull. 27, 1479 (1979)Google Scholar
  217. 92. a)
    Baba, N. et al.: J. Chem. Soc. Chem. Commun. 1980, 815Google Scholar
  218. 92. b)
    Seki, M. et al.: J. Org. Chem. 48, 1370 (1983)CrossRefGoogle Scholar
  219. 92. c)
    Baba, N. et al.: Angew. Chem. 94, 465 (1982), Angew. Chem. Int. Ed. Engl. 21, 433 (1982)Google Scholar
  220. 93.
    Yamada, K. et al.: Chem. Pharm. Bull. 31, 70 (1983)Google Scholar
  221. 94.
    Yamada, K., Takeda, M., Iwakuma, T.: J. Chem. Soc. Perkin I 1983, 265Google Scholar
  222. 95. a)
    Tanno, N., Terashima, S.: Chem. Pharm. Bull. 31, 837 (1983)Google Scholar
  223. 95. b)
    Tanno, N., Terashima, S.: ibid., 821 (1983)Google Scholar
  224. 96.
    Itsuno, S. et al.: J. Chem. Soc. Chem. Commun. 1983, 469Google Scholar
  225. 97. a)
    Vries, de J. G., Kellog, R. M.: J. Am. Chem. Soc. 101, 2760 (1979)Google Scholar
  226. 97. b)
    Katagi, T., Kuriyama, H.: Heterocycles 19, 1681 (1982)Google Scholar
  227. 97. c)
    Jolley, S. T., Bradshaw, J. S., Izatt, R. M.: J. Heterocyclic Chem. 19, 3 (1982)Google Scholar
  228. 98.
    Baraldi, P. G. et al.: J. Chem. Soc. Perkin I 1982, 2983Google Scholar
  229. 99.
    Buckley, T. F., Rapoport, H.: J. Am. Chem. Soc. 103, 6157 (1981)CrossRefGoogle Scholar
  230. 100. a)
    Rüeger, H., Benn, M.: Heterocycles 19, 1677 (1982)Google Scholar
  231. 100. b)
    Rüeger, H., Benn, M.: ibid. 20, 235 (1983)Google Scholar
  232. 101.
    Budzikiewicz, H. et al.: Liebigs Ann. Chem. 1979, 1212Google Scholar
  233. 102. a)
    Knoop, F., Martius, C.: Z. Physiol. Chem. 258, 238 (1939). The authors believed that they had synthesized octopine; it was shown later, however [Herbst, R. M., Swart, E. A.: J. Org. Chem. 11, 366 (1946)], that they had obtained isooctopineGoogle Scholar
  234. 102. b)
    Akasi, S.: J. Biochem. (Tokyo) 25, 261, 281 (1937)Google Scholar
  235. 102. c)
    Harada, K.: Nature 212, 1571 (1966)Google Scholar
  236. 102. d)
    Harada, K.: J. Org. Chem. 32, 1790 (1967)CrossRefPubMedGoogle Scholar
  237. 102. e)
    Harada, K., Iwasaki, T., Okawara, T.: Bull. Chem. Soc. Jpn. 46, 1901 (1973)Google Scholar
  238. 102. f)
    Hiskey, R. G., Northrop, R. C.: J. Am. Chem. Soc. 87, 1753 (1965)CrossRefPubMedGoogle Scholar
  239. 102. g)
    Kitajima, Y., Waki, M., Izumija, N.: Bull. Chem. Soc. Jpn. 55, 3870 (1982)Google Scholar
  240. 103. a)
    Yamada, S., Hashimoto, S.: Tetrahedron Lett. 1976, 997Google Scholar
  241. 103. b)
    Yamada, S. et al.: ibid. 1976, 1001Google Scholar
  242. 103. c)
    Harada, K., Kataoka, Y.: ibid. 1978, 2103Google Scholar
  243. 103. d)
    Ikota, N., Achiwa, K., Yamada, S.: Chem. Pharm. Bull. 31, 887 (1983)Google Scholar
  244. 104.
    Harada, K., Tamura, M.: Bull. Chem. Soc. Jpn. 52, 1227 (1979)Google Scholar
  245. 105.
    Miyazawa, T. et al.: ibid. 55, 341 (1982)Google Scholar
  246. 106.
    Sakai, K., Yoneda, N.: Chem. Pharm. Bull. 29, 1554 (1981)Google Scholar
  247. 107.
    Mohr, N., Budzikiewicz, H.: Tetrahedron 38, 147 (1982)CrossRefGoogle Scholar
  248. 108. a)
    Mukaiyama, T.: Pure Appl. Chem. 54, 2455 (1982)Google Scholar
  249. 108. b)
    Mukaiyama, T.: Tetrahedron 37, 4111 (1981)CrossRefGoogle Scholar
  250. 109. a)
    Mukaiyama, T., Soai, K., Kobayashi, S.: Chem. Lett. 1978, 219Google Scholar
  251. 109. b)
    Soai, K., Mukaiyama, T.: ibid. 1978, 491Google Scholar
  252. 109. c)
    Mukaiyama, T. et al.: J. Am. Chem. Soc. 101, 1455 (1979)CrossRefGoogle Scholar
  253. 110.
    Colombo, L. et al.: Tetrahedron 38, 2725 (1982)CrossRefGoogle Scholar
  254. 111.
    Soai, K. Mukaiyama, T.: Bull. Chem. Soc. Jpn. 52, 3371 (1979)Google Scholar
  255. 112.
    Mukaiyama, T. et al.: Chem. Lett. 1979, 447Google Scholar
  256. 113.
    Mukaiyama, T., Suzuki, K.: ibid. 1980, 255Google Scholar
  257. 114.
    Sato, T. et al.: ibid. 1978, 601Google Scholar
  258. 115.
    Iriuchijima, S.: Synthesis 1978, 684Google Scholar
  259. 116.
    Saigo, K., Tanaka, J., Nohira, H.: Bull. Chem. Soc. Jpn. 55, 2299 (1982)Google Scholar
  260. 117.
    Mukaiyama, T., Sakito, Y., Asami, M.: Chem. Lett. 1978, 1253Google Scholar
  261. 118.
    Mukaiyama, T., Sakito, Y., Asami, M.: ibid. 1979, 709Google Scholar
  262. 119.
    Sakito, Y., Mukaiyama, T.: ibid. 1979, 1027Google Scholar
  263. 120.
    Sakito, Y. et al.: ibid. 1980, 1223Google Scholar
  264. 121.
    Sakito, Y., Suzukamo, G.: Tetrahedron Lett. 1982, 4953Google Scholar
  265. 122.
    Sakito, Y., Asami, M., Mukaiyama, T.: Chem. Lett. 1980, 455Google Scholar
  266. 123.
    Asami, M., Mukaiyama, T.: ibid. 1980, 17Google Scholar
  267. 124.
    Asami, M., Mukaiyama, T.: ibid. 1983, 93Google Scholar
  268. 125.
    Takahashi, H., Suzuki, Y., Inagaki, H.: Chem. Pharm. Bull. 30, 3160 (1982)Google Scholar
  269. 126.
    Suzuki, Y., Takahashi, H.: ibid. 31, 31 (1983)Google Scholar
  270. 127.
    Takahashi, H., Kametani, T., Suzuki, Y.: Heterocycles 20, 607 (1983)Google Scholar
  271. 128.
    Snyder, H. R. et al.: J. Am. Chem. Soc. 70, 219 (1948)CrossRefGoogle Scholar
  272. 129.
    Brossi, A., Focella, A., Teitel, S.: Helv. Chim. Acta 55, 15 (1972)CrossRefPubMedGoogle Scholar
  273. 130.
    Akimoto, H. et al.: Chem. Pharm. Bull. 22, 2614 (1974)Google Scholar
  274. 131.
    Konda, M., Shioiri, T., Yamada, S.: ibid. 23, 1025 (1975)Google Scholar
  275. 132.
    Konda, M., Oh-ishi, Z., Yamada, S.: ibid. 25, 69 (1977)Google Scholar
  276. 133.
    Konda, M., Shioiri, T., Yamada, S.: ibid. 23, 1063 (1975)Google Scholar
  277. 134.
    Dean, R. T., Rapoport, H.: J. Org. Chem. 43, 4183 (1978)CrossRefGoogle Scholar
  278. 135. a)
    Soerens, D. et al.: ibid. 44, 535 (1979)CrossRefGoogle Scholar
  279. 135. b)
    Sandrin, J. et al.: Heterocycles 4, 1101 (1976)Google Scholar
  280. 135. c)
    Sandrin, J. et al.: ibid. 6, 1133 (1976)Google Scholar
  281. 135. d)
    Wu, G., Yamanaka, E., Cook, J. M.: ibid. 9, 175 (1978)Google Scholar
  282. 135. e)
    Ungemach, F. et al.: Tetrahedron Lett. 1979, 3225Google Scholar
  283. 135. f)
    Ungemach, F. et al.: J. Org. Chem. 46, 164 (1981)CrossRefGoogle Scholar
  284. 136.
    Grigg, R., Gunaratne, H. Q. N., McNaghten, E.: J. Chem. Soc. Perkin I 1983, 185Google Scholar
  285. 137. a)
    DeSilva, K. T. D., King, D., Smith, G. N.: J. Chem. Soc. Chem. Commun. 1971, 908Google Scholar
  286. 137. b)
    Brown, R. T., Chapple, C.: ibid. 1973, 886Google Scholar
  287. 137. c)
    Hamaguchi, F., Nagasaka, T., Ohki, S.: Yakugaku Zasshi 94, 351 (1974)PubMedGoogle Scholar
  288. 137. d)
    Saxena, A. K., Jain, P. C., Anand, N.: Ind. J. Chem. 12, 892 (1974)Google Scholar
  289. 138.
    Brossi, A., Focella, A., Teitel, S.: J. Med. Chem. 16, 418 (1973)CrossRefPubMedGoogle Scholar
  290. 139. a)
    Cain, M. et al.: Heterocycles 19, 1003 (1982)Google Scholar
  291. 139. b)
    Cook, J. M.: pers. communicationGoogle Scholar
  292. 140.
    Yamada, S., Hashimoto, S.: Chem. Lett. 1976, 921Google Scholar
  293. 141. a)
    Harada, K., Okawara, T., Matsumoto, K.: Bull. Chem. Soc. Jpn. 46, 1865 (1973)Google Scholar
  294. 141. b)
    Achiwa, K., Yamada, S.: Tetrahedron Lett. 1974, 1799Google Scholar
  295. 141. c)
    Oku, J.-I., Inoue, S.: J. Chem. Soc. Chem. Commun. 1981, 229Google Scholar
  296. 141. d)
    Harada, K., Okawara, T.: J. Org. Chem. 38, 707 (1973)CrossRefPubMedGoogle Scholar
  297. 142. a)
    Wittig, G., Frommeld, H. D., Suchanek, P.: Angew. Chem. 75, 978 (1963), Angew. Chem. Int. Ed. Engl. 2, 683 (1963)Google Scholar
  298. 142. b)
    Wittig, G., Reiff, H.: Angew. Chem. 80, 8 (1968); Angew. Chem. Int. Ed. Engl. 7, 7 (1968)Google Scholar
  299. 142. c)
    Hesse, A.: Org. Synth. 50, 66 (1970)Google Scholar
  300. 143. a)
    Stork, G., Dowd, S. R.: J. Am. Chem. Soc. 85, 2178 (1963)CrossRefGoogle Scholar
  301. 143. b)
    Stork, G., Dowd, S. R.: Org. Synth. 54, 46 (1974)Google Scholar
  302. 144.
    Mea-Jacheet, D., Horeau, A.: Bull. Soc. Chim. Fr. 1968, 4571Google Scholar
  303. 145. a)
    Meyers, A. I.: Acc. Chem. Res. 11, 375 (1978)CrossRefGoogle Scholar
  304. 145. b)
    Meyers, A. I., Slade, J.: J. Org. Chem. 45, 2912 (1980)CrossRefGoogle Scholar
  305. 145. c)
    Meyers, A. I. et al.: ibid. 45, 2792 (1980)CrossRefGoogle Scholar
  306. 146. a)
    Meyers, A. I., Williams, D. R., Druelinger, M.: J. Am. Chem. Soc. 98, 3032 (1976)CrossRefGoogle Scholar
  307. 146. b)
    Meyers, A. I., Poindexter, G. S., Brich, Z.: J. Org. Chem. 43, 892 (1978)CrossRefGoogle Scholar
  308. 146. c)
    Meyers, A. I. et al.: J. Am. Chem. Soc. 103, 3081 (1981)CrossRefGoogle Scholar
  309. 146. d)
    Meyers, A. I. et al.: ibid. 103, 3088 (1981)CrossRefGoogle Scholar
  310. 146. e)
    Whitesell, J. K., Whitesell, M. A.: J. Org. Chem. 42, 377 (1977)CrossRefGoogle Scholar
  311. 146. f)
    De Jeso, B., Pommier, J.-C.: Tetrahedron Lett. 1980, 4511Google Scholar
  312. 146. g)
    Hashimoto, S., Koga, K.: ibid. 1978, 573Google Scholar
  313. 146. h)
    Hashimoto, S., Koga, K.: Chem. Pharm. Bull. 27, 2760 (1979)Google Scholar
  314. 147. a)
    Yamada, S., Otani, G.: Tetrahedron Lett. 1969, 4237Google Scholar
  315. 147. b)
    Otani, G., Yamada, S.: Chem. Pharm. Bull. 21, 2112 (1973)Google Scholar
  316. 148. a)
    Yamada, S., Hiroi, K., Achiwa, K.: Tetrahedron Lett. 1969, 4233Google Scholar
  317. 148. b)
    Hiroi, K., Achiwa, K., Yamada, S.: Chem. Pharm. Bull. 20, 246 (1972)Google Scholar
  318. 149. a)
    Yamada, S., Otani, G.: Tetrahedron Lett. 1971, 1133Google Scholar
  319. 149. b)
    Otani, G., Yamada, S.: Chem. Pharm. Bull. 21, 2130 (1973)Google Scholar
  320. 150.
    Otani, G., Yamada, S.: ibid. 21, 2125 (1973)Google Scholar
  321. 151. a)
    Sone, T., Hiroi, K., Yamada, S.: ibid. 21, 2331 (1973)Google Scholar
  322. 151. b)
    Sone, T., Terashima, S., Yamada, S.: ibid. 24, 1273 (1976)Google Scholar
  323. 152.
    Shibasaki, M., Terashima, S., Yamada, S.: ibid. 23, 279 (1975), and references cited thereinGoogle Scholar
  324. 153.
    Sone, T., Terashima, S., Yamada, S.: ibid. 24, 1288 (1976)Google Scholar
  325. 154.
    Igarashi, T., Oda, J., Inouye, Y.: Bull. Inst. Chem. Res. Kyoto Univ. 50, 222 (1972) [Chem. Abstr. 77, 164104 (1972)]Google Scholar
  326. 155.
    Szantay, C., Szabo, L., Kalaus, G.: Tetrahedron 33, 1803 (1977)CrossRefGoogle Scholar
  327. 156.
    Review: Enders, D.: Chemtech 1981, 504Google Scholar
  328. 157.
    Enders, D., Eichenauer, H.: Angew. Chem. 88, 579 (1976), Angew. Chem. Int. Ed. Engl. 15, 549 (1976)Google Scholar
  329. 158.
    Enders, D., Eichenauer, H.: Tetrahedron Lett. 1977, 191Google Scholar
  330. 159. a)
    Enders, D., Eichenauer, H.: Chem. Ber. 112, 2933 (1979)Google Scholar
  331. 159. b)
    Enders, D., Eichenauer, H.: Angew. Chem. 91, 425 (1979), Angew. Chem. Int. Ed. Engl. 18, 397 (1979)Google Scholar
  332. 160. a)
    Davenport, K. G. et al.: J. Am. Chem. Soc. 101, 5654 (1979)CrossRefGoogle Scholar
  333. 160. b)
    Ahlbrecht, H. et al.: Tetrahedron Lett. 1978, 3961Google Scholar
  334. 161.
    Pennanen, S. J.: Scta Chem. Scand. B35, 555 (1981)Google Scholar
  335. 162.
    In the original publication 161)erroneously assigned as (S)Google Scholar
  336. 163.
    Enders, D., Baus, U.: to be published in Liebigs Ann. Chem. 1983 Google Scholar
  337. 164.
    Mori, K. et al.: to be published in Tetrahedron 39 (1983)Google Scholar
  338. 165. a)
    Chuman, T. et al.: Agric. Biol. Chem. 45, 2019 (1981)Google Scholar
  339. 165. b)
    Mori, K. et al.: Tetrahedron Lett. 1981, 1127Google Scholar
  340. 166.
    Bestmann, H. J., Hirsch, H.-L.: University at Erlangen, private communication to Enders, D.Google Scholar
  341. 167. a)
    Nicolaou, K. C. et al.: J. Am. Chem. Soc. 103, 6967 (1981)CrossRefGoogle Scholar
  342. 167. b)
    Nicolaou, K. C. et al.: ibid. 103, 6969 (1981)CrossRefGoogle Scholar
  343. 168.
    Eichenauer, H., Friedrich, E., Lutz, W., Enders, D.: Angew. Chem. 90, 219 (1978), Angew. Chem. Int. Ed. Engl. 17, 206 (1978)Google Scholar
  344. 169.
    Enders, D., Eichenauer, H., Pieter, R.: Chem. Ber. 112, 3703 (1979)Google Scholar
  345. 170.
    Eichenauer, H.: Dissertation Justus-Liebig-University at Giessen, 1980 Google Scholar
  346. 171.
    Iwasawa, N., Mukaiyama, T.: Chem. Lett. 1983, 297Google Scholar
  347. 172.
    Iwasawa, N., Mukaiyama, T.: ibid. 1982, 1441Google Scholar
  348. 173.
    Enders, D.: University at Bonn, 1983, private communicationGoogle Scholar
  349. 174.
    Enders, D., Lotter, H.: Angew. Chem. 93, 831 (1981), Angew. Chem. Int. Ed. Engl. 20, 795 (1981)Google Scholar
  350. 175.
    Review: Evans, D. A., Aldrichimica Acta 15, 23 (1982)Google Scholar
  351. 176. a)
    Evans, D. A., Takacs, J. M.: Tetrahedron Lett. 1980, 4233Google Scholar
  352. 176. b)
    Evans, D. A., McGee, L. R.: J. Am. Chem. Soc. 103, 2876 (1981)CrossRefGoogle Scholar
  353. 177. a)
    Sonnet, P. E., Heath, R. R.: J. Org. Chem. 45, 3137 (1980)CrossRefGoogle Scholar
  354. 177. b)
    Evans, D. A., Takacs, J. M., McGee, L. R., Ennis, M. D., Mathre, D. J.: Pure Appl. Chem. 53, 1109 (1981)Google Scholar
  355. 178.
    Mori, K., Ito, T., Tanaka, K., Honda, H., Yamamoto, I.: Tetrahedron 39, 2303 (1983)CrossRefGoogle Scholar
  356. 179.
    Evans, D. A., Ennis, M. D., Mathre, D. J.: J. Am. Chem. Soc. 104, 1737 (1982)CrossRefGoogle Scholar
  357. 180. a)
    Evans, D. A., Bartroli, J., Shih, T. L.: ibid. 103, 2127 (1981)CrossRefGoogle Scholar
  358. 180. b)
    Evans, D. A., Bartroli, J.: Tetrahedron Lett. 1982, 807Google Scholar
  359. 181. a)
    Taniguchi, M., Koga, K., Yamada, S.: Tetrahedron 30, 3547 (1974)CrossRefGoogle Scholar
  360. 181. b)
    Takano, S., Yonaga, M., Ogasawara, K.: Synthesis 1981, 265 An alternative synthesis of lactone derivatives (178) from (D)-(+)-mannitol was also reported, c.f.Google Scholar
  361. 181. c)
    Takano, S., Goto, E., Hirama, M., Ogasawara, K.: Heterocycles 16, 389 (1981)Google Scholar
  362. 181. d)
    Takano, S., Goto, E., Hirama, M., Ogasawara, K.: ibid. 16, 951 (1981)Google Scholar
  363. 182. a)
    see ref. 181d (there loc. cit. 1) for literature published prior to 1980Google Scholar
  364. 182. b)
    Takano, S., Yonaga, M., Ogasawara, K.: J. Chem. Soc. Chem. Commun. 1981, 1153Google Scholar
  365. 182. c)
    Takano, S., Uchida, W., Hatakeyama, S., Ogasawara, K.: Chem. Lett. 1982, 733, and literature cited thereinGoogle Scholar
  366. 182. d)
    Takano, S., Tamura, N., Ogasawara, K.: J. Chem. Soc. Chem. Commun. 1981, 1155Google Scholar
  367. 182. e)
    Takano, S., Kasahara, C., Ogasawara, K.: ibid. 1981, 637Google Scholar
  368. 182. f)
    Takano, S., Tamura, N., Ogasawara, K., Nakagawa, Y., Sakai, T.: Chem. Lett. 1982, 933Google Scholar
  369. 183.
    Tomioka, K., Cho, Y.-S., Sato, F., Koga, K.: ibid. 1981, 1621, and ref. cited thereinGoogle Scholar
  370. 184.
    Takano, S., Kasahara, C., Ogasawara, K.: ibid. 1982, 631, and literature cited thereinGoogle Scholar
  371. 185.
    McGarvey, G. J., Hiner, R. N., Matsubara, Y., Oh, T.: Tetrahedron Lett. 1983, 2733Google Scholar
  372. 186.
    Iimori, T., Takahashi, Y., Izawa, T., Kokayashi, S., Ohno, M.: J. Am. Chem. Soc. 105, 1659 (1983)CrossRefGoogle Scholar
  373. 187.
    Schöllkopf, U., Hausberg, H.-H., Hoppe, I., Segal, M., Reiter, U.: Angew. Chem. 90, 136 (1978), Angew. Chem. Int. Ed. Engl. 17, 117 (1978)Google Scholar
  374. 188. a)
    Schöllkopf, U.: Topics in Current Chemistry 109, 65 (1983)Google Scholar
  375. 188. b)
    Schöllkopf, U.: Tetrahedron 39, 2085 (1983)CrossRefGoogle Scholar
  376. 189.
    Schöllkopf, U., Groth, U., Westphalen, K. O., Deng, C.: Synthesis 1981, 969Google Scholar
  377. 190.
    In the original publications 188b, 191) erroneously assigned as (R)Google Scholar
  378. 191.
    Groth, U., Schöllkopf, U.: Synthesis 1983, 37Google Scholar
  379. 192.
    Groth, U., Chiang, Y.-C., Schöllkopf, U.: Liebigs Ann. Chem. 1982, 1756Google Scholar
  380. 193.
    Schöllkopf, U., Groth, U., Gull, M.-R., Nozulak, J.: ibid. 1983, 1133Google Scholar
  381. 194.
    Hartwig, W., Schöllkopf, U.: ibid. 1982, 1952Google Scholar
  382. 195.
    Yamashita, T., Mitsui, H., Watanabe, H., Nakamura, N.: Bull. Chem. Soc. Jpn. 55, 961 (1982)Google Scholar
  383. 196.
    Seebach, D., Naef, R.: Helv. Chim. Acta 64, 2704 (1981)CrossRefGoogle Scholar
  384. 197. a)
    Belokon, Y. N. et al.: J. Chem. Soc. Chem. Commun. 1982, 180Google Scholar
  385. 197. b)
    Belokon, Y. N. et al.: J. Am. Chem. Soc. 105, 2010 (1983)CrossRefGoogle Scholar
  386. 198.
    Tsuchihashi, G., Mitamura, S., Inoue, S., Ogura, K.: Tetrahedron Lett. 1973, 323Google Scholar
  387. 199. a)
    Hashimoto, S., Yamada, S., Koga, K.: J. Am. Chem. Soc. 98, 7450 (1976)CrossRefPubMedGoogle Scholar
  388. 199. b)
    Hashimoto, S., Komeshima, S., Yamada, S., Koga, K.: Tetrahedron Lett. 1977, 2907Google Scholar
  389. 199. c)
    Hashimoto, S., Yamada, S., Koga, K.: Chem. Pharm. Bull. 27, 771 (1979)Google Scholar
  390. 199. d)
    Hashimoto, S., Komeshima, S., Yamada, S., Koga, K.: ibid. 27, 2437 (1979)Google Scholar
  391. 199. e)
    Kogen, H., Tomioka, K., Hashimoto, S., Koga, K.: Tetrahedron Lett. 1980, 4005Google Scholar
  392. 199. f)
    Kogen, H., Tomoika, K., Hashimoto, S., Koga, K.: Tetrahedron 37, 3951 (1981)CrossRefGoogle Scholar
  393. 200.
    Asami, M., Mukaiyama, T.: Chem. Lett. 1979, 569Google Scholar
  394. 201.
    Gustafsson, B., Hallnemo, G., Ullenius, C.: Acta Chem. Scand. B34, 443 (1980)Google Scholar
  395. 202.
    Imamoto, T., Mukaiyama, T.: Chem. Lett. 1980, 45Google Scholar
  396. 203.
    Blarer, S., Seebach, D.: Chem. Ber. 116, 2250 (1983)Google Scholar
  397. 204. a)
    Blarer, S., Schweizer, W. B., Seebach, D.: Helv. Chim. Acta 65, 1637 (1982)CrossRefGoogle Scholar
  398. 204. b)
    Seebach, D., Prelog, V.: Angew. Chem. 94, 696 (1982), Angew. Chem. Int. Ed. Engl. 21, 567 (1982)Google Scholar
  399. 205.
    Ahlbrecht, H., Bonnet, G., Enders, D., Zimmermann, G.: Tetrahedron Lett. 1980, 3175Google Scholar
  400. 206.
    Fukuyama, T., Nakatsuka, S., Kishi, Y.: Tetrahedron 37, 2045 (1981)CrossRefGoogle Scholar
  401. 207.
    Korolev, A., Mur, V.: Dokl. Akad. Nauk. SSSR 59, 251 (1948), [Chem. Abstr. 42, 6776f (1948)]Google Scholar
  402. 208.
    Mori, Y.: Yuki Gosei Kagaku Kyokai Shi 40, 321 (1982)Google Scholar
  403. 209.
    Choy, W., Reed, L. A., Masamune, S.: J. Org. Chem. 48, 1137 (1983)CrossRefGoogle Scholar
  404. 210.
    Oppolzer, W., Flaskamp, E.: Helv. Chim. Acta 60, 204 (1977)CrossRefPubMedGoogle Scholar
  405. 211.
    Oppolzer, W., Thirring, K.: J. Am. Chem. Soc. 104, 4978 (1982)CrossRefGoogle Scholar
  406. 212. a)
    Stork, G., Nakahara, Y., Greenlee, W. J.: ibid. 100, 7775 (1978)CrossRefGoogle Scholar
  407. 212. b)
    Pyne, S. G., Hensel, M. J., Byrn, S. R., McKenzie, A. T., Fuchs, P. L.: ibid. 102, 5960 (1980)CrossRefGoogle Scholar
  408. 212. c)
    Pyne, S. G., Hensel, M. J., Fuchs, P. L.: 104, 5719 (1982)CrossRefGoogle Scholar
  409. 212. d)
    Pyne, S. G., Spellmeyer, D. C., Chen, S., Fuchs, P. L.: ibid. 104, 5728 (1982)CrossRefGoogle Scholar
  410. 213.
    Danishefsky, S., Kobayashi, S., Kerwin, J. F.: J. Org. Chem. 47, 1981 (1982)CrossRefGoogle Scholar
  411. 214.
    Stanfield, C. F., Parker, J. E., Kanellis, P., ibid. 46, 4797 (1981)Google Scholar
  412. 215.
    Mukaiyama, T., Iwasawa, N.: Chem. Lett. 1981, 29, and references cited thereinGoogle Scholar
  413. 216. a)
    Baggiolini, E. G., Lee, H. L., Pizzolato, G., Uskoković, M. R.: Bull. Soc. Chim. Belg. 91, 967 (1982)Google Scholar
  414. 216. b)
    Baggiolini, E. G., Lee, H. L., Pizzolato, G., Uskoković, M. R.: J. Am. Chem. Soc. 104, 6460 (1982)CrossRefGoogle Scholar
  415. 217.
    Danishefsky, S., Morris, J., Clizbe, L. A.: ibid. 103, 1602 (1981)CrossRefGoogle Scholar
  416. 218. a)
    Grigg, R., Kemp, J., Malone, J., Tangthongkum, A.: J. Chem. Soc. Chem. Commun. 1980, 648Google Scholar
  417. 218. b)
    Grigg, R., Kemp, J.: Tetrahedron Lett. 1980, 2461Google Scholar
  418. 219.
    Hiroi, K., Nakazawa, K.: Chem. Lett. 1980, 1077Google Scholar
  419. 220.
    Elad, D., Sperling, J.: J. Am. Chem. Soc. 93, 967 (1971)CrossRefGoogle Scholar
  420. 221.
    Kametani, T., Takagi, N., Toyota, M., Honda, T., Fukumoto, K.: J. Chem. Soc. Perkin I 1981, 2830Google Scholar
  421. 222.
    Pfaltz, A., Bühler, N., Neier, R., Hirai, K., Eschenmoser, A.: Helv. Chim. Acta 60, 2653 (1977)CrossRefGoogle Scholar
  422. 223.
    Mukerjee, A. K., Singh, A. K.: Tetrahedron 34, 1731 (1978)CrossRefGoogle Scholar
  423. 224.
    Townsend, C. A., Nguyen, L. T.: Tertahedron Lett. 1982, 4859Google Scholar
  424. 225.
    Floyd, D. M. et al.: J. Org. Chem. 47, 5160 (1982)CrossRefGoogle Scholar
  425. 226. a)
    Shiozaki, M. et al.: Tetrahedron 39, 2399 (1983)CrossRefGoogle Scholar
  426. 226. b)
    Yanagisawa, H. et al.: Tetrahedron Lett. 1983, 1037Google Scholar
  427. 226. c)
    Shiozaki, M. et al.: ibid. 1981, 5205Google Scholar
  428. 227.
    Ugi, I.: Angew. Chem. 94, 826 (1982), Angew. Chem. Int. Ed. Engl. 21, 810 (1982)Google Scholar
  429. 228.
    Reider, P. J., Grabowski, E. J. J.: Tetrahedron Lett. 1982, 2293Google Scholar
  430. 229. a)
    Kolb, M., Barth, J.: ibid. 1979, 2999Google Scholar
  431. 229. b)
    Kolb, M., Barth, J.: Angew. Chem. 92, 753 (1980), Angew. Chem. Int. Ed. Engl. 19, 725 (1980)Google Scholar
  432. 230.
    Callens, R. E. A., Anteunis, M. J. O., Reyniers, F.: Bull. Soc. Chim. Belg. 91, 713 (1982)Google Scholar
  433. 231. a)
    Terashima, S., Jew, S.: Tetrahedron Lett. 1977, 1005Google Scholar
  434. 231. b)
    Jew, S., Terashima, S., Koga, K.: Tetrahedron 35, 2337 (1979)CrossRefGoogle Scholar
  435. 231. c)
    Jew, S., Terashima, S., Koga, K.: ibid. 35, 2345 (1979)CrossRefGoogle Scholar
  436. 231. d)
    Terashima, S., Hayashi, M., Koga, K.: Tetrahedron Lett. 1980, 2733Google Scholar
  437. 231. e)
    Hayashi, M., Terashima, S., Koga, K.: ibid. 37, 2797 (1981)Google Scholar
  438. 231. f)
    Terashima, S., Jew, S., Koga, K.: Chem. Lett. 1977, 1109Google Scholar
  439. 231. g)
    Terashima, S., Jew, S., Koga, K.: Tetrahedron Lett. 1977, 4507Google Scholar
  440. 231. h)
    Jew, S., Terashima, S., Koga, K.: Chem. Pharm. Bull. 27, 2351 (1979)Google Scholar
  441. 231. i)
    Terashima, S., Jew, S., Koga, K.: Tetrahedron Lett. 1978, 4937Google Scholar
  442. 231. j)
    Rüeger, H., Benn, M.: Heterocycles 19, 23 (1982)Google Scholar
  443. 232.
    Shin, C., Yonezawa, Y., Sato, Y., Nakano, T., Yoshimura, J.: ibid. 20, 405 (1983)Google Scholar
  444. 233. a)
    Schmidt, U., Oehler, E.: Angew. Chem. 88, 54 (1976); Angew. Chem. Int. Ed. Engl. 15, 42 (1976)Google Scholar
  445. 233. b)
    Oehler, E., Prantz, E., Schmidt, U.: Chem. Ber. 111, 1058 (1978)Google Scholar
  446. 234.
    Vasella, A., Voeffray, R., Pless, J., Huguenin, R.: Helv. Chim. Acta 66, 1241 (1983)CrossRefGoogle Scholar
  447. 235.
    Mukaiyama, T., Ikegawa, A., Suzuki, K.: Chem. Lett. 1981, 165Google Scholar
  448. 236.
    Rebek, J., Tai, D. F.: Tetrahedron Lett. 1983, 859Google Scholar
  449. 237. a)
    Overman, L. E., Bell, K. L.: J. Am. Chem. Soc. 103, 1851 (1981)CrossRefGoogle Scholar
  450. 237. b)
    Overman, L. E., McCready, R. J.: Tetrahedron Lett. 1982, 4887Google Scholar
  451. 238.
    Fray, M. J., Thomas, E. J., Wallis, J. D.: J. Chem. Soc. Perkin I, 1983, 395Google Scholar
  452. 239. a)
    Dormoy, J.-R.: Synthesis 1982, 753Google Scholar
  453. 239. b)
    Dormoy, J.-R., Castro, B., Chappuis, G., Fritschi, U. S., Grogg, P.: Angew. Chem. 92, 761 (1980), Angew. Chem. Int. Ed. Engl. 19, 742 (1980)Google Scholar
  454. 240.
    Fujimoto, Y., Irreverre, F., Karle, J. M., Karle, J. L., Witkop, B.: J. Am. Chem. Soc. 93, 3471 (1971)CrossRefPubMedGoogle Scholar
  455. 241. a)
    Confalone, P. N., Pizzolato, G., Baggiolini, E. G., Lollar, D., Usković, M. R.: ibid. 99, 7020 (1977)CrossRefPubMedGoogle Scholar
  456. 241. b)
    Parthasarathy, R., Paul, B., Korytnyk, W.: ibid. 98, 6634 (1976)CrossRefGoogle Scholar
  457. 242. a)
    Nagasawa, H. T., Goon, D. J. W., DeMaster, E. G.: J. Med. Chem. 21, 1274 (1978)CrossRefPubMedGoogle Scholar
  458. 242. b)
    Nagasawa, H. T., Goon, D. J. W., Shirota, F. N.: J. Heterocyclic Chem. 18, 1047 (1981)Google Scholar
  459. 242. c)
    Torrini, J., Paradisi, M. P., Romeo, A.: ibid. 18, 1451 (1981)Google Scholar
  460. 243.
    Shin, C., Ohmatsu, H., Sato, Y., Yoshimura, J.: Chem. Lett. 1981, 701Google Scholar
  461. 244.
    Shibata, S., Matsushita, H., Kaneko, H., Noguchi, M., Saburi, M., Yoshikawa, S.: ibid. 1981, 217Google Scholar
  462. 245. a)
    Shibata, S., Matsushita, H., Kaneko, H., Noguchi, M., Saburi, M., Yoshikawa, S.: Heterocycles 16, 1901 (1981)Google Scholar
  463. 245. b)
    Shibata, S., Matsushita, H., Kaneko, H., Noguchi, M., Saburi, M., Yoshikawa, S.: Bull. Chem. Soc. Jpn. 55, 3546 (1982)Google Scholar
  464. 246. a)
    Shibata, S., Matsushita, H., Noguchi, M., Saburi, M., Yoshikawa, S.: Chem. Lett. 1978, 1305Google Scholar
  465. 246. b)
    Shibata, S., Matsushita, H., Kato, K., Noguchi, M., Saburi, M., Yoshikawa, S.: Bull. Chem. Soc. Jpn. 52, 2938 (1979)Google Scholar
  466. 247.
    Shibasaki, M., Terashima, S., Yamada, S.: Chem. Pharm. Bull. 24, 315 (1976)Google Scholar
  467. 248.
    Hiroi, K., Yamada, S.: ibid. 23, 1103 (1975)Google Scholar
  468. 249. a)
    Belokon, Y. N. et al.: Tetrahedron 33, 2551 (1977)CrossRefGoogle Scholar
  469. 249. b)
    Belokon, Y. N. et al.: ibid. 36, 2327 (1980)CrossRefGoogle Scholar
  470. 249. e)
    Belokon, Y. N. et al.: Inorg. Chim. Acta 55, 117 (1981)CrossRefGoogle Scholar
  471. 250. a)
    Marks, K., Siemion, I. Z., Sucharda-Sobczyk, A.: Pol. J. Chem. 56 (1983), in pressGoogle Scholar
  472. 250. b)
    Siemion, I. Z., Marks, K., Sucharda-Sobczyk, A.: Bull. Acad. Pol. Chim. 1983, in pressGoogle Scholar
  473. 251. a)
    Koizumi, T., Kobayashi, Y., Amitani, H., Yosshii, E.: J. Org. Chem. 42, 3459 (1977)CrossRefGoogle Scholar
  474. 251. b)
    Koizumi, T., Amitani, H., Yoshii, E.: Tetrahedron Lett. 1978, 3741Google Scholar
  475. 251. c)
    Koizumi, T., Amitani, H., Yoshii, E.: Synthesis 1979, 110Google Scholar
  476. 251. d)
    Koizumi, T., Takagi, H., Yoshii, E.: Chem. Lett. 1980, 1403Google Scholar
  477. 251. e)
    Koizumi, T., Yanada, R., Takagi, H., Hirai, H., Yoshii, E.: Tetrahedron Lett. 1981, 477, 571Google Scholar
  478. 251. f)
    Kobayashi, Y., Koizumi, T., Yoshii, E.: Chem. Pharm. Bull. 27, 1641 (1979)Google Scholar
  479. 252.
    Lavine, T. F.: J. Biol. Chem. 151, 281 (1943)Google Scholar
  480. 253. a)
    Billington, D. C., Golding, B. T.: Tetrahedron Lett. 1979, 2937Google Scholar
  481. 253. b)
    Billington, D. C., Golding, B. T.: J. Chem. Soc. Perkin I 1982, 1283Google Scholar
  482. 254. a)
    Bordignon, E., Cattalini, L., Natile, G., Scatturin, A.: J. Chem. Soc. Chem. Commun. 1973, 878Google Scholar
  483. 254. b)
    Natile, G., Bordignon, E., Cattalini, L.: Inorg. Chem. 15, 246 (1976)CrossRefGoogle Scholar
  484. 255. a)
    Ottenheijm, H. C. J., Liskamp, R. M. J., Van Nispen, S. P. J. M., Boots, H. A., Tijhuis, M. W.: J. Org. Chem. 46, 3273 (1981)CrossRefGoogle Scholar
  485. 255. b)
    Iwakawa, M., Pinto, B. M., Szarek, W. A.: Can. J. Chem. 56, 326 (1978)Google Scholar
  486. 255. c)
    Nachtergaele, W. A., Anteunis, M. J. O.: Bull. Soc. Chim. Belg. 89, 749 (1980)Google Scholar
  487. 256.
    Kjaer, A., Malver, O.: Chem. Scripta 20, 42 (1982)Google Scholar
  488. 257. a)
    Taniguchi, M., Koga, K., Yamada, S.: Tetrahedron 30, 3547 (1974)CrossRefGoogle Scholar
  489. 257. b)
    Koga, K., Taniguchi, M., Yamada, S.: Tetrahedron Lett. 1971, 263Google Scholar
  490. 258.
    Koga, K., Yamada, S., Yoh, M., Mizoguchi, T.: Carbohydr. Res. 36, C 9 (1974)Google Scholar
  491. 259.
    Szechner, B.: Tetrahedron 37, 949 (1981)CrossRefGoogle Scholar
  492. 260. a)
    Losse, G., Wehrstedt, K.-D.: J. Prakt. Chem. 323, 869 (1981)CrossRefGoogle Scholar
  493. 260. b)
    Yamagishi, K. et al.: Chem. Pharm. Bull. 28, 2783 (1980)Google Scholar
  494. 260. c)
    Kutney, J. P. et al.: J. Am. Chem. Soc. 100, 938 (1978)CrossRefGoogle Scholar
  495. 260. d)
    Kametani, T., Kanaya, M., Ihara, M.: J. Chem. Soc. Perkin I 1981, 959Google Scholar
  496. 260. e)
    Nakamura, E.: Tetrahedron Lett. 1981, 663Google Scholar
  497. 261.
    Takano, S., Iwata, H., Ogasawara, K.: Heterocycles 9, 845 (1978)Google Scholar
  498. 262. a)
    Steglich, W. et al.: Proc. of the 8th European Peptide Symp. Noordwijk 1966, Amsterdam: North-Holland Publ. Co. (1967), p. 67Google Scholar
  499. 262. b)
    Teramoto, T.: Tokyo Institute of Polytechnics, pers. commun.Google Scholar
  500. 263.
    Büchi, G., DeShong, P. R., Katsumura, S., Sugimura, Y.: J. Am. Chem. Soc. 101, 5084 (1979)CrossRefGoogle Scholar
  501. 264.
    Nagao, Y., Yagi, M., Ikeda, T., Fujita, E.: Tetrahedron Lett. 1982, 201Google Scholar
  502. 265.a)
    Terashima, S., Yamada, S., Nara, M.: ibid. 1977, 1001Google Scholar
  503. 265. b)
    Terashima, S., Nara, M., Yamada, S.: ibid. 1978, 1487Google Scholar
  504. 266. a)
    Terashima, S., Nara, M., Yamada, S.: ibid. 1978, 3379Google Scholar
  505. 266. b)
    Nara, M., Terashima, S., Yamada, S.: Tetrahedron 36, 3171 (1980)CrossRefGoogle Scholar
  506. 267.
    Nara, M., Terashima, S., Yamada, S.: ibid. 36, 3161 (1980)CrossRefGoogle Scholar
  507. 268.
    Mukaiyama, T., Yamashita, H., Asami, M.: Chem. Lett. 1983, 385Google Scholar
  508. 269. a)
    Yamaguchi, M. et al.: Inorg. Chem. 19, 2010 (1980)CrossRefGoogle Scholar
  509. 269. b)
    Yamaguchi, M. et al.: ibid. 20, 3179 (1981)CrossRefGoogle Scholar
  510. 269. c)
    Slyudkin, O. P., Kerzhentsev, M. A.: Russ. J. Inorg. Chem. 24, 1695 (1979)Google Scholar
  511. 269. d)
    Pasini, A., Casella, L.: J. Inorg. Nucl. Chem. 36, 2133 (1974)CrossRefGoogle Scholar
  512. 269. e)
    Yamaguchi, M. et al.: Inorg. Chem. 21, 4138 (1982)CrossRefGoogle Scholar
  513. 269. f)
    Phipps, D. A.: J. Mol. Catal. 5, 81 (1979)CrossRefGoogle Scholar
  514. 270. a)
    Ueoka, R., Murakami, Y.: J. Chem. Soc. Perkin II 1983, 219Google Scholar
  515. 270. b)
    Kawaguchi, K., Tanihara, M., Imanishi, Y.: Polymer J. 15, 97 (1983)Google Scholar
  516. 270. c)
    Kikuchi, Y., Tanihara, M., Imanishi, Y.: Int. J. Biol. Macromol. 4, 305 (1982)CrossRefGoogle Scholar
  517. 270. d)
    Tanihara, M., Kikuchi, Y., Imanishi, Y.: ibid. 4, 297 (1982)CrossRefGoogle Scholar
  518. 270. e)
    Ihara, Y., Hosako, R., Nango, M., Kuroki, N.: J. Chem. Soc. Perkin II 1983, 5Google Scholar
  519. 270. f)
    Ogino, K., Tomita, I., Machiya, K., Tagaki, W.: Chem. Lett. 1982, 1875Google Scholar
  520. 270. g)
    Ihara, Y., Kunikiyo, N., Kunimasa, T., Nango, M., Kuroki, N.: ibid. 1981, 667Google Scholar
  521. 270. h)
    Brown, J. M., Bunton, C. A.: J. Chem. Soc. Chem. Commun. 1974, 969Google Scholar
  522. 270. i)
    Brown, J. M., Bunton, C. A.: ibid. 1974, 971Google Scholar
  523. 270. j)
    Ihara, Y., Nango, M., Kuroki, N.: J. Org. Chem. 45, 5009 (1980)CrossRefGoogle Scholar
  524. 270. k)
    Ihara, Y.: J. Chem. Soc. Perkin II 1980, 1483Google Scholar
  525. 270. l)
    Brown, J. M., Elliot, R. L., Criggs, C. G., Helmchen, G., Nill, G.: Angew. Chem. 93, 906 (1981); Angew. Chem. Int. Ed. Engl. 20, 890 (1981)Google Scholar
  526. 270. m)
    Murakami, Y., Nakano, A., Yoshimatsu, A., Fukuya, K.: J. Am. Chem. Soc. 103, 728 (1981), and references cited thereinCrossRefGoogle Scholar
  527. 270. n)
    Cho, I., Shin, J.-S.: Makromol. Chem. 183, 2041 (1982)CrossRefGoogle Scholar

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© Springer-Verlag 1984

Authors and Affiliations

  • Jürgen Martens
    • 1
  1. 1.Degussa AGFrankfurt am Main 11FRG

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