Planar chiral molecular structures

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

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6 References

  1. 1.
    Cahn, R. S.: J. Chem. Educ. 41, 116 (1964)Google Scholar
  2. 2.
    Cahn, R. S., Ingold, C. K., Prelog, V.: Angew. Chem. 78, 413 (1966); Int. Ed. Engl. 5, 385 (1966)Google Scholar
  3. 3.
    Falk, H., Schlögl, K.: Monatsh. Chem. 96, 266, 1065 (1965)CrossRefGoogle Scholar
  4. 4.
    Prelog, V.: J. Mol. Catalysis 1, 159 (1975/76)CrossRefGoogle Scholar
  5. 5.
    Mislow, K., Bickart, P.: Isr. J. Chem. 15, 1 (1976/77)Google Scholar
  6. 6.
    Hirschmann, H., Hanson, K. R.: Top. Stereochem. (Ed. Eliel, E. L., Allinger, N. L.), Vol. 14, 183 (Wiley-Interscience, New York 1983)Google Scholar
  7. 7.
    Prelog, V., Helmchen, G.: Angew. Chem. 94, 614 (1982); Int. Ed. Engl. 21, 567 (1982)Google Scholar
  8. 8.
    Cahn, R. S., Ingold, C. K., Prelog, V.: Experientia 12, 81 (1956)Google Scholar
  9. 9.
    See for instance the IUPAC rules, section E (Fundamental Stereochemistry) in: J. Org. Chem. 35, 2849 (1970)Google Scholar
  10. 10.
    Krow, G.: Top. Stereochem. (Ed. E. L. Eliel, N. L. Allinger), Vol. 5, 31 (Wiley-Interscience, New York 1970)Google Scholar
  11. 11.
    Cram, D. J., Cram, J. M.: Acc. Chem. Res. 4, 204 (1971)CrossRefGoogle Scholar
  12. 12.
    Vögtle, F., Neumann, P.: Angew. Chem. 84, 75 (1972); Int. Ed. Engl. 11, 73 (1972)Google Scholar
  13. 13.
    Vögtle, F., Neumann, P.: Chimia 26, 64 (1972)Google Scholar
  14. 14.
    Cram, D. J., Hornby, R. B., Truesdale, E. A., Reich, H. J., Delton, M. H., Cram, J. M.: Tetrahedron 30, 1757 (1974)CrossRefGoogle Scholar
  15. 15.
    Farina, M., Morandi, C.: ibid. 30, 1819 (1974)CrossRefGoogle Scholar
  16. 16.
    Förster, H., Vögtle, F.: Angew. Chem. 89, 443 (1977); Int. Ed. Engl. 16, 429 (1977)Google Scholar
  17. 17.
    Misumi, S., Otsubo, T.: Acc. Chem. Res. 11, 251 (1978)CrossRefGoogle Scholar
  18. 18.
    Marshall, J. A.: ibid. 13, 213 (1980)CrossRefGoogle Scholar
  19. 19.
    Schlögl, K.: Top. Stereochem. (Ed. E. L. Eliel, N. L. Allinger), Vol. 1, 39 (Wiley-Interscience, New York 1967)Google Scholar
  20. 20.
    Moscowitz, A., Mislow, K.: J. Am. Chem. Soc. 84, 4605 (1962)CrossRefGoogle Scholar
  21. 21.
    Tresckow, E. v.: Thesis, Munich 1982Google Scholar
  22. 22.
    Schlögl, K., Falk, H.: Angew. Chem. 76, 570 (1964); Int. Ed. Engl. 3, 512 (1964)Google Scholar
  23. 23.
    Marquarding, D., Klusacek, H., Gokel, G., Hoffmann, P., Ugi, I.: J. Am. Chem. Soc. 92, 53 (1970)Google Scholar
  24. 24.
    Loim, N. M., Laryukova, M. V., Andianov, V. G., Tsiryapkin, V. A., Parnes, Z. N., Struchkov, Yu. T.: J. Organometal. Chem. 248, 73 (1983)CrossRefGoogle Scholar
  25. 24. a.
    Hayashi, T., Kumada, M.: Acc. Chem. Res. 15, 395 (1982)CrossRefGoogle Scholar
  26. 25.
    Klyne, W., Buckingham, J.: Atlas of Stereochemistry, Second Ed., Vol. 1, 222, 216; Vol. 2, 110–115 (Chapman and Hall, London 1978)Google Scholar
  27. 26.
    See for instance: Kalchhauser, H., Schlögl, K., Weissensteiner, W., Werner, A.: J. Chem. Soc., Perkin Trans. 1 1983, 1723; Schlögl, K., Werner, A., Widhalm, M.: ibid. 1983, 1731Google Scholar
  28. 27.
    Lemiere, G. L., Alderweireldt, F. C.: J. Org. Chem. 45, 4175 (1980)CrossRefGoogle Scholar
  29. 28.
    Vögtle, F.: Tetrahedron Lett. 1969, 3193Google Scholar
  30. 29.
    Sekine, Y., Brown, M., Boekelheide, V.: J. Am. Chem. Soc. 101, 3126 (1979); Sekine, Y., Boekelheide, V.: ibid. 103, 1777 (1981)CrossRefGoogle Scholar
  31. 30.
    Vögtle, F., Neumann, P.: Synthesis 1973, 85Google Scholar
  32. 31.
    Vögtle, F., Hohner, G.: Top. Curr. Chem. 74, 1 (1978); Kleinschroth, J., Hopf, H.: Angew. Chem. 94, 485 (1982); Int. Ed. Engl. 21, 469 (1982). Boekelheide, V.: Acc. Chem. Res. 13, 65 (1980)Google Scholar
  33. 32.
    Vögtle, F., Neumann, P.: Tetrahedron 26, 5847 (1970)CrossRefGoogle Scholar
  34. 33.
    Lüttringhaus, A., Gralheer, H.: Liebigs Ann. Chem. 550, 67 (1941)Google Scholar
  35. 34.
    Cram, D. J.: J. Am. Chem. Soc. 77, 1179 (1955); Cram, D. J., Allinger, N. L.: ibid. 77, 6289 (1955)CrossRefGoogle Scholar
  36. 35.
    Kainradl, B., Langer, E., Lehner, H., Schlögl, K.: Liebigs Ann. Chem. 766, 16 (1972)Google Scholar
  37. 36.
    Lüttringhaus, A., Gralheer, H.: ibid. 557, 108, 112 (1947); Lüttringhaus, A., Eyring, G.: ibid. 604, 111 (1957)Google Scholar
  38. 37.
    Cram, D. J., Reeves, R. H.: J. Am. Chem. Soc. 80, 3094 (1958); Cram, D. J., Wechter, W. J., Kierstead, R. W.: ibid. 80, 3126 (1958)CrossRefGoogle Scholar
  39. 38.
    Helmchen, G., Prelog, V.: Helv. Chim. Acta 55, 2612 (1972)CrossRefGoogle Scholar
  40. 39.
    Blomquist, A. T., Stahl, R. E., Meinwald, Y. C., Smith, B. H.: J. Org. Chem. 26, 1687 (1961)CrossRefGoogle Scholar
  41. 40.
    Eberhardt, H., Schlögl, K.: Liebigs Ann. Chem. 760, 157 (1972)Google Scholar
  42. 41.
    Gassman, P. G., Bailey, T. F., Hoye, R. C.: J. Org. Chem. 45, 2923 (1980)CrossRefGoogle Scholar
  43. 42.
    Kane, V. V., Wolf, A. D., Jones, jr., M.: J. Am. Chem. Soc. 96, 2643 (1974)CrossRefGoogle Scholar
  44. 43.
    Tobe, Y., Kakiuchi, K., Odaira, Y., Hosaki, T., Kai, Y., Kasai, N.: ibid. 105, 1376 (1983)CrossRefGoogle Scholar
  45. 44.
    Nakazaki, M., Yamamoto, K., Ito, M., Tanaka, S.: J. Org. Chem. 42, 3468 (1977)CrossRefGoogle Scholar
  46. 45.
    Allinger, N. L., Walter, T. J.: J. Am. Chem. Soc. 94, 9267 (1972)CrossRefGoogle Scholar
  47. 46.
    Blomquist, A. T., Smith, B. H.: ibid. 82, 2073 (1960)CrossRefGoogle Scholar
  48. 47.
    Givens, R. S., Olsen, R. J., Wylie, P. L.: J. Org. Chem. 44, 1608 (1979)CrossRefGoogle Scholar
  49. 48.
    Higuchi, H., Kugimiya, M., Otsubo, T., Sakata, Y., Misumi, S.: Tetrahedron Lett. 1983, 2593Google Scholar
  50. 48. a.
    Ito, Y., Miyata, S., Nakatsuka, M., Saegusa, T.: J. Org. Chem. 46, 1043 (1981)CrossRefGoogle Scholar
  51. 49.
    Haenel, M., Staab, H. A.: Chem. Ber. 106, 2203 (1973)Google Scholar
  52. 49. a.
    Cf.: Okamoto, Y., Honda, S., Okamoto, I., Yuki, H., Murata, S., Noyori, R., Tanaka, H.: J. Am. Chem. Soc. 103, 6971 (1981), and references cited thereinCrossRefGoogle Scholar
  53. 49. b.
    Prof. Okamoto, Y. (Osaka): private communicationGoogle Scholar
  54. 50.
    Blank, N. E., Haenel, M. W.: Chem. Ber. 116, 827 (1983)Google Scholar
  55. 51.
    Bruhin, J., Jenny, W.: Chimia 25, 238, 308 (1971)Google Scholar
  56. 52.
    Cram, D. J., Day, A. C.: J. Org. Chem. 31, 1277 (1966)Google Scholar
  57. 52. a.
    Staab, H. A., Gabel, G., Henke, H. E., Hinz, R., Knaus, G. H., Krieger, C., Reimann-Haas, R., Ulrich, P.: Chem. Ber. 116, 2785, 2808, 2827, 2835 (1983)Google Scholar
  58. 53.
    Longone, D. T., Reetz, M. T.: J. Chem. Soc., Chem. Commun. 1967, 46Google Scholar
  59. 54.
    Falk, H., Reich-Rohrwig, P., Schlögl, K.: Tetrahedron 26, 511 (1970)CrossRefGoogle Scholar
  60. 55.
    Eberhardt, R., Glotzmann, C., Lehner, H., Schlögl, K.: Tetrahedron Lett. 1974, 4365Google Scholar
  61. 56.
    Delton, M. H., Cram, D. J.: J. Am. Chem. Soc. 94, 2471 (1972)CrossRefGoogle Scholar
  62. 57.
    Guest, A., Hoffman, P. H., Nugent, M. J.: ibid. 94, 4241 (1972)CrossRefGoogle Scholar
  63. 58.
    Reich, H. J., Cram, D. J.: ibid. 89, 3078 (1967); ibid. 91, 3517 (1969)CrossRefGoogle Scholar
  64. 59.
    Delton, M. H., Cram, D. J.: ibid. 92, 7623 (1970)CrossRefGoogle Scholar
  65. 60.
    Nakazaki, M., Yamamoto, K., Tanaka, S., Ito, M.: Tetrahedron Lett. 1971, 341; J. Chem. Soc., Chem. Commun. 1972, 434Google Scholar
  66. 61.
    Yamamoto, K., Nakazaki, M.: Chemistry Lett. 1974, 1051Google Scholar
  67. 62.
    Schwartz, L. H., Bathija, B. L.: J. Am. Chem. Soc. 98, 5344 (1976)CrossRefGoogle Scholar
  68. 63.
    Langer, E., Lehner, H., Schlögl, K.: Tetrahedron 29, 2473 (1973)CrossRefGoogle Scholar
  69. 64.
    Nakazaki, M., Yamamoto, K., Tanaka, S., Kametani, H.: J. Org. Chem. 42, 287 (1977)CrossRefGoogle Scholar
  70. 65.
    Longone, D. T., Chow, H. S.: J. Am. Chem. Soc. 92, 994 (1970)CrossRefGoogle Scholar
  71. 66.
    Otsubo, T., Kitasawe, M., Misumi, S.: Chemistry Lett. 1977, 977Google Scholar
  72. 67.
    Nugent, M. J., Weigang, jr., O. E.: J. Am. Chem. Soc. 91, 4556 (1969)CrossRefGoogle Scholar
  73. 68.
    Tatemitsu, H., Otsubo, T., Sakata, S., Misumi, S.: Tetrahedron Lett. 1975, 3059Google Scholar
  74. 69.
    Mizogami, S., Otsubo, T., Sakata, S., Misumi, S.: ibid. 1971, 2791Google Scholar
  75. 70.
    Hubert, A. J.: J. Chem. Soc. (C) 1967, 13Google Scholar
  76. 70. a.
    Otsubo, T., Ogura, F., Misumi, S.: Tetrahedron Lett. 1983, 4851Google Scholar
  77. 70. b.
    See e.g. Schmidt, U., Lieberknecht, A., Bökens, H., Griesser, H.: J. Org. Chem. 48, 2680 (1983), and references cited thereinCrossRefGoogle Scholar
  78. 71.
    Cf. for instance: Glotzmann, C., Haslinger, E., Langer, E., Lehner, H.: Monatsh. Chem. 106, 187 (1975)CrossRefGoogle Scholar
  79. 72.
    Glotzmann, C., Langer, E., Lehner, H., Schlögl, K.: ibid. 105, 907 (1974)CrossRefGoogle Scholar
  80. 73.
    Krois, D., Lehner, H.: Tetrahedron 38, 3319 (1982)CrossRefGoogle Scholar
  81. 74.
    Krois, D., Lehner, H.: J. Chem. Soc., Perkin Trans. 1, 1982, 477 and 2369Google Scholar
  82. 75.
    Vögtle, F., Meurer, K., Mannschreck, A., Stühler, G., Puff, H., Roloff, A., Sievers, R.: Chem. Ber. 116, 2630 (1983)Google Scholar
  83. 76.
    Gault, I., Price, B. J., Sutherland, I. O.: J. Chem. Soc., Chem. Commun. 1967, 540Google Scholar
  84. 77.
    Kainradl, B., Langer, E., Lehner, H., Schlögl, K.: Liebigs Ann. Chem. 766, 16 (1972)Google Scholar
  85. 78.
    Krieger, C., Lehner, H., Schlögl, K.: Monatsh. Chem. 107, 195 (1976)CrossRefGoogle Scholar
  86. 79.
    Glotzmann, C., Langer, E., Lehner, H., Schlögl, K.: Tetrahedron Lett. 1975, 675; Monatsh. Chem. 106, 763 (1975)Google Scholar
  87. 80.
    Gschwend, H. W.: J. Am. Chem. Soc. 94, 8430 (1972)CrossRefGoogle Scholar
  88. 81. a.
    Wittek, M., Vögtle, F., Stühler, G., Mannschreck, A., Lang, B. M., Irngartinger, H.: Chem. Ber. 116, 207 (1983)Google Scholar
  89. 81. b.
    Vögtle, F., Palmer, M., Fritz, E., Lehmann, U., Meurer, K., Mannschreck, A., Kastner, F., Irngartinger, H., Huber-Patz, U., Puff, H., Friedrichs, E.: Chem. Ber. 116, 3112 (1983)Google Scholar
  90. 82.
    Hesse, G., Hagel, R.: Chromatographia 6, 277 (1973) and 9, 62 (1976); see also: Blaschke, G.: Angew. Chem. 92, 14 (1980); Int. Ed. Engl. 19, 13 (1980)Google Scholar
  91. 83.
    Schlögl, K., Widhalm, M.: Chem. Ber. 115, 3042 (1982)Google Scholar
  92. 84.
    Nakazaki, M., Hirose, Y., Shimizu, T., Suzuki, T., Ishii, A., Makimura, M.: J. Org. Chem. 45, 1428 (1980)CrossRefGoogle Scholar
  93. 84. a.
    Anet, F. A. L., Miura, S. S., Siegel, J., Mislow, K.: J. Am. Chem. Soc. 105, 1419 (1983)CrossRefGoogle Scholar
  94. 85.
    Krois, D., Lehner, H.: unpublished resultsGoogle Scholar
  95. 86.
    Griffin, jr., R. W., Orr, N.: Tetrahedron Lett. 1969, 4567Google Scholar
  96. 87.
    Ramey, C. E., Boekelheide, V.: J. Am. Chem. Soc. 92, 3681 (1970)CrossRefGoogle Scholar
  97. 88.
    Parham, W. E., Johnson, D. R., Hughes, C. T., Meilhahn, M. K., Rinehart, J. K.: J. Org. Chem. 35, 1048 (1970)CrossRefGoogle Scholar
  98. 89.
    Zipplies, M. F., Krieger, C., Staab, H. A.: Tetrahedron Lett. 1983, 1925Google Scholar
  99. 90.
    Lehner, H.: Monatsh. Chem. 107, 565 (1976); Keller, H., Krieger, C., Langer, E., Lehner, H.: ibid. 107, 1281 (1976)CrossRefGoogle Scholar
  100. 91. a.
    Otsubo, T., Stusche, D., Boekelheide, V.: J. Org. Chem. 43, 3466 (1978)CrossRefGoogle Scholar
  101. 91. b.
    Kamp, D., Boekelheide, V.: J. Org. Chem. 43, 3470 (1978)CrossRefGoogle Scholar
  102. 92.
    Schuster, J. C., Völlenkle, H.: Monatsh. Chem. 109, 1155 (1978)CrossRefGoogle Scholar
  103. 93.
    Umemoto, T., Otsubo, T., Misumi, S.: Tetrahedron Lett. 1974, 1573Google Scholar
  104. 94.
    Hefelfinger, D. T., Cram, D. J.: J. Am. Chem. Soc. 93, 4754 (1971)CrossRefGoogle Scholar
  105. 95.
    Delton, M. H., Gilman, R. E., Cram, D. J.: ibid. 93, 2329 (1971)CrossRefGoogle Scholar
  106. 96. a.
    Akabori, S., Hayashi, S., Nawa, M., Shiomi, S.: Tetrahedron Lett. 1969, 3727Google Scholar
  107. 96. b.
    Hefelfinger, D. T., Cram, D. J.: J. Am. Chem. Soc. 92, 1073 (1970)CrossRefGoogle Scholar
  108. 97.
    Horita, H., Kannen, N., Otsubo, T., Misumi, S.: Tetrahedron Lett. 1974, 501Google Scholar
  109. 98.
    Kannen, N., Otsubo, T., Misumi, S.: Bull. Chem. Soc. Jpn. 49, 3208, 3307 (1976)Google Scholar
  110. 99.
    Kannen, N., Otsubo, T., Sakata, Y., Misumi, S.: Bull. Chem. Soc. Jpn. 49, 3203 (1976)Google Scholar
  111. 100.
    Schlögl, K.: in Methodicum Chimicum (Ed. Korte, F.), Vol. I/1, S. 235, Thieme, Stuttgart, 1972Google Scholar
  112. 101.
    Tribout, J., Martin, R. H., Doyle, M., Wynberg, H.: Tetrahedron Lett. 1972, 2839Google Scholar
  113. 102.
    Lightner, D. A., Hefelfinger, D. T., Powers, T. W., Frank, G. W., Trueblood, K. N.: J. Am. Chem. Soc. 94, 3492 (1972)CrossRefGoogle Scholar
  114. 103.
    Nakazaki, M., Yamamoto, K., Maeda, M.: Chemistry Lett. 1980, 1553Google Scholar
  115. 104.
    Falk, H., Schlögl, K.: Angew. Chem. 80, 405 (1968); Int. Ed. Engl. 7, 383 (1968)Google Scholar
  116. 105.
    Mislow, K., Brzechffa, M., Gschwend, H. W., Puckett, R. T.: J. Am. Chem. Soc. 95, 621 (1973)CrossRefGoogle Scholar
  117. 106.
    Lehner, H., Paulus, H., Schlögl, K.: Monatsh. Chem. 112, 511 (1981)CrossRefGoogle Scholar
  118. 107.
    Keller, H., Krieger, C., Langer, E., Lehner, H., Derflinger, G.: Tetrahedron 34, 871 (1978)CrossRefGoogle Scholar
  119. 108.
    Helmchen, G.: personal communicationGoogle Scholar
  120. 109.
    Falk, H., Schlögl, K.: Monatsh. Chem. 102, 33 (1971), and papers cited thereinCrossRefGoogle Scholar
  121. 110.
    Langer, E., Lehner, H.: Monatsh. Chem. 104, 644 (1973); Keller, H., Lehner, H.: ibid. 106, 1117 (1975)CrossRefGoogle Scholar
  122. 111. a.
    Keller, H., Krieger, C., Langer, E., Lehner, H., Derflinger, G.: J. Mol. Struc. 40, 279 (1977)CrossRefGoogle Scholar
  123. 111. b.
    Keller, H., Krieger, C., Langer, E., Lehner, H., Derflinger, G.: Liebigs Ann. Chem. 1977, 1296Google Scholar
  124. 112.
    See for instance: Ruch, E.: Acc. Chem. Res. 5, 49 (1972); Ruch, E., Runge, W., Kresze, G.: Angew. Chem. 85, 10 (1973); Int. Ed. Engl. 12, 20 (1973); Richter, W. J., Richter, B., Ruch, E.: ibid. 85, 21 (1973); Int. Ed. Engl. 12, 30 (1973); Neudeck, H., Schlögl, K.: Chem. Ber. 110, 2624 (1977); Neudeck, H., Schlögl, K., Richter, B.: Monatsh. Chem. 110, 931 (1979)CrossRefGoogle Scholar
  125. 113.
    Nakazaki, M., Chikamatsu, H., Naemura, K., Hirose, Y., Shimizu, T., Asao, M.: J. Chem. Soc., Chem. Commun. 1978, 668Google Scholar
  126. 114.
    Mizuno, H., Nishiguchi, K., Otsubo, T., Misumi, S., Morimoto, N.: Tetrahedron Lett. 1972, 4981Google Scholar
  127. 115.
    Vogel, E., Roth, D.: Angew. Chem. 76, 145 (1964); Int. Ed. Engl. 3, 228 (1964)Google Scholar
  128. 116.
    Dobler, M., Dunitz, J. D.: Helv. Chim. Acta 48, 1429 (1965); Grammaccioli, C. M., Simonetta, M.: Acta Cryst. B 27, 2231 (1971)CrossRefGoogle Scholar
  129. 117.
    Kuffner, U., Schlögl, K.: Monatsh. Chem. 103, 1320 (1972)CrossRefGoogle Scholar
  130. 118. a.
    Vogel, E., Günther, H.: Angew. Chem. 79, 429 (1967); Int. Ed. Engl. 6, 429 (1967)Google Scholar
  131. 118. b.
    Vogel, E.: Pure Appl. Chem. 28, 355 (1971)Google Scholar
  132. 118. c.
    Masamume, S., Darby, N.: Acc. Chem. Res. 5, 272 (1972)CrossRefGoogle Scholar
  133. 118. d.
    Vogel, E.: Pure Appl. Chem. 54, 1015 (1982)Google Scholar
  134. 118. e.
    Marshall, J. A., Conrow, R. E.: J. Am. Chem. Soc. 105, 5679 (1983)CrossRefGoogle Scholar
  135. 119.
    Kuffner, U., Schlögl, K.: Tetrahedron Lett. 1971, 1773Google Scholar
  136. 120.
    LaBar, R. A., Jones, W. M.: J. Am. Chem. Soc. 96, 3645 (1974)CrossRefGoogle Scholar
  137. 121.
    Schäfer-Ridder, M., Wagner, A., Schwamborn, M., Schreiner, H., Devrout, E., Vogel, E.: Angew. Chem. 90, 894 (1978); Int. Ed. Engl. 17, 853 (1978)Google Scholar
  138. 122.
    Schlögl, K., Widhalm, M., Vogel, E., Schwamborn, M.: Monatsh. Chem. 114, 605 (1983)CrossRefGoogle Scholar
  139. 123.
    Bentley, P. H., Todd, M., McCrae, W., Maddox, M. L., Edwards, J. A.: Tetrahedron 28, 1411 (1972)CrossRefGoogle Scholar
  140. 124.
    Vogel, E., Tückmantel, W., Schlögl, K., Widhalm, M.: Tetrahedron Lett., in preparation.Google Scholar
  141. 125.
    Cremer, D., Kraka, E.: personal communicationGoogle Scholar
  142. 126.
    Anet, F. A. L.: J. Am. Chem. Soc. 84, 671 (1962)CrossRefGoogle Scholar
  143. 127.
    Mislow, K., Perlmutter, H. D.: ibid. 84, 3591 (1962)CrossRefGoogle Scholar
  144. 128.
    Salisbury, L. E.: J. Org. Chem. 43, 4991 (1978)CrossRefGoogle Scholar
  145. 129.
    Gardlik, J. M., Johnson, L. K., Paquette, L. A., Solheim, B. A., Springer, J. P., Clardy, J.: J. Am. Chem. Soc. 101, 1615 (1979)CrossRefGoogle Scholar
  146. 130.
    Gardlik, J. M., Paquette, L. A.: Tetrahedron Lett. 1979, 3597Google Scholar
  147. 131.
    Gardlik, J. M., Paquette, L. A., Gleiter, R.: J. Am. Chem. Soc. 101, 1617 (1979)CrossRefGoogle Scholar
  148. 132.
    Krebs, A.: Tetrahedron Lett. 1968, 4511Google Scholar
  149. 133.
    Krebs, A., Odenthal, J., Kimling, H.: ibid. 1975, 4663Google Scholar
  150. 134.
    Eyer, M., Schlögl, K., Schölm, R.: Tetrahedron 37, 4239 (1981)CrossRefGoogle Scholar
  151. 135.
    Tratteberg, M.: Acta Chem. Scand B 29, 29 (1975); Ermer, O.: Angew. Chem. 86, 672 (1974); Int. Ed. Engl. 13, 604 (1974)Google Scholar
  152. 136.
    Levin, C. C., Hoffmann, R.: J. Am. Chem. Soc. 94, 3446 (1972)CrossRefGoogle Scholar
  153. 137.
    Cope, A. C., Ganellin, C. R., Johnson, jr., H. W., van Auken, T. V., Winkler, H. S.: ibid. 85, 3276 (1963)CrossRefGoogle Scholar
  154. 138.
    Cope, A. C., Mehta, A. S.: ibid. 86, 5626 (1964)CrossRefGoogle Scholar
  155. 139.
    Manor, P. C., Shoemaker, D. P., Parkes, A. S.: ibid. 92, 5260 (1970)CrossRefGoogle Scholar
  156. 140.
    Moscowitz, A., Mislow, K.: ibid. 84, 4606 (1962)CrossRefGoogle Scholar
  157. 140. a.
    Binsch, G., Roberts, J. D.: ibid. 5157 (1965)Google Scholar
  158. 141.
    Cope, A. C., Pawson, B. A.: ibid. 90, 636 (1968)CrossRefGoogle Scholar
  159. 142.
    Thulin, B., Wennerström, O., Somfai, I.: Acta Chem. Scand. B 32, 109 (1978)Google Scholar
  160. 142. a.
    Marshall, J. A., Konicek, T. R., Flynn, K. E.: J. Am. Chem. Soc. 102, 3287 (1980)CrossRefGoogle Scholar
  161. 143.
    Cope, A. C., Moore, W. R., Bach, R. D., Winkler, H. J. S.: J. Am. Chem. Soc. 92, 1243 (1970)CrossRefGoogle Scholar
  162. 144.
    Bach, R. D., Mazur, U., Brummel, R. N., Lin, L.-H.: ibid. 93, 7120 (1971)CrossRefGoogle Scholar
  163. 145.
    Moore, W. R., Anderson, H. W., Clark, S. D., Ozretich, T. M.: ibid. 93, 4932 (1971)CrossRefGoogle Scholar
  164. 146.
    See for instance: Rösner, M., Köbrich, G.: Angew. Chem. 87, 715 (1975); Int. Ed. Engl. 14, 708 (1975), and ibid. 86, 775 (1974); Int. Ed. Engl. 13, 741 (1974)Google Scholar
  165. 147.
    Feringa, B., Wynberg, H.: J. Am. Chem. Soc. 99, 602 (1977)CrossRefGoogle Scholar
  166. 148.
    Cf.: Marshall, J. A., Black, T. H.: ibid. 102, 7581 (1980)CrossRefGoogle Scholar
  167. 149.
    Marshall, J. A., Flynn, K. E.: ibid. 105, 3360 (1983)CrossRefGoogle Scholar
  168. 150.
    Nakazaki, M., Yamamoto, K., Maeda, M.: J. Chem. Soc., Chem. Commun. 1980, 294Google Scholar

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© Springer-Verlag 1984

Authors and Affiliations

  • Karl Schlögl
    • 1
  1. 1.Institut für Organische Chemie der Universität WienWien

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