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Chiral Spiro Catalysts

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Asymmetric Catalysis from a Chinese Perspective

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References

  1. Yoon TP, Jacobsen EN (2003) Science 299:1691–1693

    CAS  Google Scholar 

  2. Noyori R, Takaya H (1990) Acc Chem Res 23:345–350

    CAS  Google Scholar 

  3. Burk MJ (2000) Acc Chem Res 33:363–372

    CAS  Google Scholar 

  4. Pfaltz A (1993) Acc Chem Res 26:339–345

    CAS  Google Scholar 

  5. Jørgensen KA, Johannsen M, Yao S, Audrain H, Thorhauge J (1999) Acc Chem Res 32:605–613

    Google Scholar 

  6. Johnson JS, Evans DA (2000) Acc Chem Res 33:325–335

    CAS  Google Scholar 

  7. Katsuki T (2002) Adv Synth Catal 344:131–147

    CAS  Google Scholar 

  8. Cozzi PG (2004) Chem Soc Rev 33:410–421

    CAS  Google Scholar 

  9. Ding K, Han Z, Wang Z (2009) Chem Asian J 4:32–41

    CAS  Google Scholar 

  10. Bajracharya GB, Arai MA, Koranne PS, Suzuki T, Takizawa S, Sasai H (2009) Bull Chem Soc Jpn 82:285–302

    CAS  Google Scholar 

  11. Chan ASC, Hu W-H, Pai C-C, Lau C-P, Jiang Y-Z, Mi A-Q, Yan M, Sun J, Lou R-L, Deng J-G (1997) J Am Chem Soc 119:9570–9571

    CAS  Google Scholar 

  12. Arai MA, Arai T, Sasai H (1999) Org Lett 1:1795–1797

    CAS  Google Scholar 

  13. Arai MA, Kuraishi M, Arai T, Sasai H (2001) J Am Chem Soc 123:2907–2908

    CAS  Google Scholar 

  14. Xie J-H, Zhou Q-L (2008) Acc Chem Res 41:581–593

    CAS  Google Scholar 

  15. Srivastava N, Mital A, Kumar A (1992) Chem Commun:493–494

    Google Scholar 

  16. Hu A-G, Fu Y, Xie J-H, Zhou H, Wang L-X, Zhou Q-L (2002) Angew Chem Int Ed 41:2348–2350

    CAS  Google Scholar 

  17. Fu Y, Xie J-H, Hu A-G, Zhou H, Wang L-X, Zhou Q-L (2002) Chem Commun:480–481

    Google Scholar 

  18. Zhou H, Wang W-H, Fu Y, Xie J-H, Shi W-J, Wang L-X, Zhou Q-L (2003) J Org Chem 68:1582–1584

    CAS  Google Scholar 

  19. Fu Y, Guo X-X, Zhu S-F, Hu A-G, Xie J-H, Zhou Q-L (2004) J Org Chem 69:4648–4655

    CAS  Google Scholar 

  20. Yang Y, Zhu S-F, Duan H-F, Zhou C-Y, Wang L-X, Zhou Q-L (2007) J Am Chem Soc 129:2248–2249

    CAS  Google Scholar 

  21. Fu Y, Hou G-H, Xie J-H, Xing L, Wang L-X, Zhou Q-L (2004) J Org Chem 69:8157–8160

    CAS  Google Scholar 

  22. Hou G-H, Xie J-H, Wang L-X, Zhou Q-L (2006) J Am Chem Soc 128:11774–11775

    CAS  Google Scholar 

  23. Shi W-J, Wang L-X, Fu Y, Zhu S-F, Zhou Q-L (2003) Tetrahedron: Asymmetry 14:3867–3872

    CAS  Google Scholar 

  24. Duan H-F, Xie J-H, Shi W-J, Zhang Q, Zhou Q-L (2006) Org Lett 8:1479–1481

    CAS  Google Scholar 

  25. Zhu S-F, Yang Y, Wang L-X, Liu B, Zhou Q-L (2005) Org Lett 7:2333–2335

    CAS  Google Scholar 

  26. Zhang W, Zhu S-F, Qiao X-C, Zhou Q-L (2008) Chem Asian J 3:2105–2111

    CAS  Google Scholar 

  27. Xie J-H, Wang L-X, Fu Y, Zhu S-F, Fan B-M, Duan H-F, Zhou Q-L (2003) J Am Chem Soc 125:4404–4405

    CAS  Google Scholar 

  28. Xie J-H, Duan H-F, Fan B-M, Cheng X, Wang L-X, Zhou Q-L (2006) Adv Synth Catal 346:625–632

    Google Scholar 

  29. Cheng X, Zhang Q, Xie J-H, Wang L-X, Zhou Q-L (2005) Angew Chem Int Ed 44:1118–1121

    CAS  Google Scholar 

  30. Cheng X, Xie J-H, Li S, Zhou Q-L (2006) Adv Synth Catal 348:1271–1276

    CAS  Google Scholar 

  31. Zhu S-F, Xie J-B, Zhang Y-Z, Li S, Zhou Q-L (2006) J Am Chem Soc 128:12886–12891

    CAS  Google Scholar 

  32. Li S, Zhu S-F, Zhang C-M, Song S, Zhou Q-L (2008) J Am Chem Soc 130:8584–8585

    CAS  Google Scholar 

  33. Liu B, Zhu S-F, Wang L-X, Zhou Q-L (2006) Tetrahedron: Asymmetry 17:634–641

    CAS  Google Scholar 

  34. Birman VB, Rheingold AL, Lam K-C (1999) Tetrahedron: Asymmetry 10:125–131

    CAS  Google Scholar 

  35. Zhang J-H, Liao J, Cui X, Yu K-B, Zhu J, Deng J-G, Zhu S-F, Wang L-X, Zhou Q-L (2002) Tetrahedron: Asymmetry 13:1363–1366

    CAS  Google Scholar 

  36. Cheng X, Hou G-H, Xie J-H, Zhou Q-L (2004) Org Lett 6:2381–2383

    CAS  Google Scholar 

  37. Knowles WS, Sabacky MJ (1968) J Chem Soc Chem Commun:1445–1446

    Google Scholar 

  38. Horner L, Siegel H, Büthe H (1968) Angew Chem Int Ed Engl 7:942–943

    CAS  Google Scholar 

  39. Knowles WS (1983) Acc Chem Res 16:106–112

    CAS  Google Scholar 

  40. Blaser HU, Buser HP, Coers K, Hanreich R, Jalett HP, Jelsch E, Pugin B, Schneider HD, Spindler F, Wegmann A (1999) Chimia 53:275–280

    CAS  Google Scholar 

  41. Zhang W, Chi Y, Zhang X (2007) Acc Chem Res 40:1278–1290

    CAS  Google Scholar 

  42. Noyori R, Ohkuma T (2001) Angew Chem Int Ed 40:40–73

    CAS  Google Scholar 

  43. Zhu S-F, Fu Y, Xie J-H, Liu B, Xing L, Zhou Q-L (2003) Tetrahedron: Asymmetry 14:3219–3224

    CAS  Google Scholar 

  44. Tang W, Zhang X (2003) Chem Rev 103:3029–3070

    CAS  Google Scholar 

  45. Oldfield V, Keating GM, Perry CM (2007) Drugs 67:1725–1747

    CAS  Google Scholar 

  46. Lee NE, Buchwald SL (1994) J Am Chem Soc 116:5985–5986

    CAS  Google Scholar 

  47. Tararov VI, Kadyrov R, Riermeier TH, Holz J, Böner A (2000) Tetrahedron Lett 41:2351–2355

    CAS  Google Scholar 

  48. Hou G-H, Xie J-H, Yan P-C, Zhou Q-L (2009) J Am Chem Soc 131:1366–1367

    CAS  Google Scholar 

  49. Zhang Q, Tu G, Zhao Y, Cheng T (2002) Tetrahedron 58:6795–6798

    CAS  Google Scholar 

  50. Zhang X, Uemura T, Matsumura K, Sayo N, Kumobayashi H, Takaya H (1994) Synlett:501–503

    Google Scholar 

  51. Uemura T, Zhang X, Matsumura K, Sayo N, Kumobayashi H, Ohta T, Nozaki K, Takaya H (1996) J Org Chem 61:5510–5516

    CAS  Google Scholar 

  52. Yamaka I, Yamaguchi M, Yamagishi T (1996) Tetrahedron: Asymmetry 7:3339–3342

    Google Scholar 

  53. Scrivanti A, Bovo S, Ciappa A, Matteoli U (2006) Tetrahedron Lett 47:9261–9265

    CAS  Google Scholar 

  54. Gradman A, Schmieder R, Lins R, Nussberger J, Chiang Y, Bedigian M (2005) Circulation 111:1012–1018

    CAS  Google Scholar 

  55. Sturm T, Weissensteiner W, Spindler F (2003) Adv Synth Catal 345:160–164

    CAS  Google Scholar 

  56. Boogers JAF, Felfer U, Kotthaus M, Lefort L, Steinbauer G, de Vries AHM, de Vries JG (2007) Org Process Res Dev 11:585–591

    CAS  Google Scholar 

  57. Helmchen G, Pfaltz A (2000) Acc Chem Res 33:336–345

    CAS  Google Scholar 

  58. Pfaltz A, Blankenstein J, Hilgraf R, Hormann E, McIntyre S, Menges F, Schonleber M, Smidt SP, Wustenberg B, Zimmermann N (2003) Adv Synth Catal 345:33–43

    CAS  Google Scholar 

  59. Ohkuma T, Ooka H, Hashiguchi S, Ikariya T, Noyori R (1995) J Am Chem Soc 117:2675–2676

    CAS  Google Scholar 

  60. Noyori R, Tokunaga M, Kitamura M (1995) Bull Chem Soc Jpn 68:36–56

    CAS  Google Scholar 

  61. Ratovelomanana-Vidal V, Genêt J-P (2000) Can J Chem 78:846–851

    CAS  Google Scholar 

  62. Xie J-H, Liu S, Huo X-H, Cheng X, Duan H-F, Fan B-M, Wang L-X, Zhou Q-L (2005) J Org Chem 70:2967–2973

    CAS  Google Scholar 

  63. Ohkuma T, Ishii D, Takeno H, Noyori R (2000) J Am Chem Soc 122:6510–6511

    CAS  Google Scholar 

  64. Liu S, Xie J-H, Wang L-X, Zhou Q-L (2007) Angew Chem Int Ed 46:7506–7508

    CAS  Google Scholar 

  65. Liu S, Xie J-H, Li W, Kong W-L, Wang L-X, Zhou Q-L (2009) Org Lett 11:4494–4497

    Google Scholar 

  66. Xie J-H, Liu S, Kong W-L, Bai W-J, Wang X-C, Wang L-X, Zhou Q-L (2009) J Am Chem Soc 131:4222–4223

    CAS  Google Scholar 

  67. Xie J-H, Zhou, Z-T, Kong W-L, Zhou Q-L (2007) J Am Chem Soc 129:1868–1869

    Google Scholar 

  68. Zhou Z-T, Xie J-H, Zhou Q-L (2009) Adv Synth Catal 351:363–366

    CAS  Google Scholar 

  69. Hatzemann A, Fruchtmann R, Mohrs KH, Raddatz S, Müller-Peddinghuas R (1993) Biochem Pharmacol 45:101–111

    Google Scholar 

  70. Alexakis A, Bäckvall JE, Krause N, Pàmies O, Diéguez M (2008) Chem Rev 108:2796–2823

    CAS  Google Scholar 

  71. Jerphagnon T, Pizzuti MG, Minnaard AJ, Feringa BL (2009) Chem Soc Rev 38:1039–1075

    CAS  Google Scholar 

  72. Bolm C, Hildebrand JP, Muñiz K, Hermanns N (2001) Angew Chem Int Ed 40:3284–3308

    CAS  Google Scholar 

  73. Bolshan Y, Chen C-Y, Chilenski JR, Gosselin F, Mathre DJ, O’Shea PD, Roy A, Tillyer RD (2004) Org Lett 6:111–114

    CAS  Google Scholar 

  74. Sakai M, Ueda M, Miyaura N (1998) Angew Chem Int Ed 37:3279–3281

    CAS  Google Scholar 

  75. Duan H-F, Xie J-H, Qiao X-C, Wang L-X, Zhou Q-L (2008) Angew Chem Int Ed 47:4351–4353

    CAS  Google Scholar 

  76. Duan H-F, Jia Y-X, Wang L-X, Zhou Q-L (2006) Org Lett 8:2567–2569

    CAS  Google Scholar 

  77. Brown HC, Jadhav PK (1983) J Am Chem Soc 105:2092–2093

    CAS  Google Scholar 

  78. Corey EJ, Yu C-M, Kim SS (1989) J Am Chem Soc 111:5495–5496

    CAS  Google Scholar 

  79. Hafner A, Duthaler RO, Marti R, Rihs G, Rothe-Streit P, Schwarzenbach F (1992) J Am Chem Soc 114:2321–2336

    CAS  Google Scholar 

  80. Denmark SE, Fu J (2003) Chem Rev 103:2763–2793

    CAS  Google Scholar 

  81. Yamamoto H, Wadamoto M (2007) Chem Asian J 2:692–698

    CAS  Google Scholar 

  82. Shibasaki M, Kanai M (2008) Chem Rev 108:2853–2873

    CAS  Google Scholar 

  83. Zanoni G, Gladiali S, Marchetti A, Piccinini P, Tredici I, Vidari G (2004) Angew Chem Int Ed 43:846–849

    CAS  Google Scholar 

  84. Ikeda S (2003) Angew Chem Int Ed 42:5120–5122

    CAS  Google Scholar 

  85. Tamaru Y (ed) (2005) Modern organo nickel chemistry. Willey-VCH, Weinheim, Germany

    Google Scholar 

  86. Oblinger E, Montgomery J (1997) J Am Chem Soc 119:9065–9066

    CAS  Google Scholar 

  87. Yang Y, Zhu S-F, Zhou C-Y, Zhou Q-L (2008) J Am Chem Soc 130:14052–14053

    CAS  Google Scholar 

  88. Sato Y, Saito N, Mori M (2000) J Am Chem Soc 122:2371–2372

    CAS  Google Scholar 

  89. Sato Y, Saito N, Mori M (2002) J Org Chem 67:9310–9317

    CAS  Google Scholar 

  90. Goossen LJ (2002) Angew Chem Int Ed 41:3775–3778

    CAS  Google Scholar 

  91. RajanBabu TV (2003) Chem Rev 103:2845–2860

    CAS  Google Scholar 

  92. Shi W-J, Zhang Q, Xie J-H, Zhu S-F, Hou G-H, Zhou Q-L (2006) J Am Chem Soc 128:2780–2781

    CAS  Google Scholar 

  93. Lautens M (1993) Synlett:177–185

    Google Scholar 

  94. Lautens M, Fagnou K, Hiebert S (2003) Acc Chem Res 36:48–58

    CAS  Google Scholar 

  95. Pineschi M (2004) New J Chem 28:657–665

    CAS  Google Scholar 

  96. Millward DB, Sammis G, Waymouth RM (2000) J Org Chem 65:3902–3909

    CAS  Google Scholar 

  97. Zhang W, Wang L-X, Shi W-J, Zhou Q-L (2005) J Org Chem 70:3734–3736

    CAS  Google Scholar 

  98. Aubert C, Buisine O, Malacria M (2002) Chem Rev 102:813–814

    CAS  Google Scholar 

  99. Ojima I, Tzamarioudaki M, Li Z, Donovan RJ (1996) Chem Rev 96:635–662

    CAS  Google Scholar 

  100. Buchwald SL, Hicks FA (1999) In: Jacobsen EN, Pfaltz A, Yamamoto H (eds) Comprehensive asymmetric catalysis, vol 2, Springer, Berlin, p 491–510

    Google Scholar 

  101. Fan B-M, Xie J-H, Li S, Tu Y-Q, Zhou Q-L (2005) Adv Synth Catal 347:759–762

    CAS  Google Scholar 

  102. Fan B-M, Li S, Xie J-H, Wang L-X, Tu Y-Q, Zhou Q-L (2006) Sci China Ser B 49:81–87

    CAS  Google Scholar 

  103. Ojima I, Donovan RJ, Shay WR (1992) J Am Chem Soc 114:6580–6582

    CAS  Google Scholar 

  104. Chakrapani H, Liu C, Widenhoefer RA (2003) Org Lett 5:157–159

    CAS  Google Scholar 

  105. Fan B-M, Xie J-H, Li S, Wang L-X, Zhou Q-L (2007) Angew Chem Int Ed 46:1275–1277

    CAS  Google Scholar 

  106. Doyle MP, McKervey MA, Ye T (1998) Modern catalytic methods for organic synthesis with diazo compounds. Wiley, New York, Chapters 3 and 8

    Google Scholar 

  107. García CF, McKervey MA, Ye T (1996) Chem Commun:1465–1466

    Google Scholar 

  108. Bachmann S, Fielenbach D, Jørgensen KA (2004) Org Biomol Chem 2:3044–3049

    CAS  Google Scholar 

  109. Liu B, Zhu S-F, Zhang W, Chen C, Zhou Q-L (2007) J Am Chem Soc 129:5834–5835

    CAS  Google Scholar 

  110. Maier TC, Fu GC (2006) J Am Chem Soc 128:4594–4595

    CAS  Google Scholar 

  111. Chen C, Zhu S-F, Liu B, Wang L-X, Zhou Q-L (2007) J Am Chem Soc 129:12616–12617

    CAS  Google Scholar 

  112. Zhu S-F, Chen C, Cai Y, Zhou Q-L (2008) Angew Chem Int Ed 47:932–934

    CAS  Google Scholar 

  113. Sethofer SG, Staben ST, Hung OY, Toste FD (2008) Org Lett 10:4315–4318

    CAS  Google Scholar 

  114. Shu W and Ma S (2009) Chem Commun:6198–6200

    Google Scholar 

  115. Shu W, Yu Q, Ma S (2009) Adv Synth Catal 351:2807–2810

    CAS  Google Scholar 

  116. Tang W-J, Zhu S-F, Xu L-J, Zhou Q-L, Fan Q-H, Zhou H-F, Lam K, Chan ASC (2007) Chem Commun:613–615

    Google Scholar 

  117. Chung YK, Fu GC (2009) Angew Chem Int Ed 48:2225–2227

    CAS  Google Scholar 

  118. Dohi T, Maruyama A, Takenaga N, Senami K, Minamitsuji Y, Fujioka H, Caemmerer SB, Kita Y (2008) Angew Chem Int Ed 47:3787–3790

    CAS  Google Scholar 

  119. Han Z, Wang Z, Zhang X, Ding K (2009) Angew Chem Int Ed 48:5345–5349

    CAS  Google Scholar 

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Zhou, QL., Xie, JH. (2011). Chiral Spiro Catalysts. In: Ma, S. (eds) Asymmetric Catalysis from a Chinese Perspective. Topics in Organometallic Chemistry, vol 36. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-19472-6_1

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