Asymmetric synthesis of (-)-α-conhydrine

Tetrahedron Asymmetry

Volumn 16, Issue 19, 2005, Pages 3268-3274

  Kandula, Subba Rao V ^a   Kumar, Pradeep ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID DERIVATIVE; CONHYDRINE; SULFATE; UNCLASSIFIED DRUG;

ARTICLE; ASYMMETRIC SYNTHESIS; DIHYDROXYLATION; ENANTIOSELECTIVITY; OLEFINATION; PRIORITY JOURNAL; SHARPLESS EPOXIDATION;

EID: 26444524346     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2005.08.045     Document Type: Article

References (43)

1. G. Casiraghi, F. Zanardi, G. Rassu, and P. Spanu Chem. Rev. 95 1995 1677 1716
2. A.D. Elbein, and R.J. Molyneux S.W. Pelletier Alkaloids: Chemical and Biological Perspective Vol. 5 1986 Wiley New York 1 54
3. D.L. Comins, J.T. Luethe, H. Hong, and F.J. Lanker J. Am. Chem. Soc. 121 1999 2651 2652
4. J.T. Kuethe, and D.L. Comins Org. Lett. 1 1999 1031 1033
5. E. Spaeth, and E. Adler Monatsh. Chem. 63 1933 127 140
6. V. Ratovelonaanana, J. Royer, and H.P. Husson Tetrahedron Lett. 26 1985 3803 3806
7. S. Kano, T. Yokomatsu, Y. Yuasa, and S. Shibuya Heterocycles 24 1986 621 624
8. S. Pilard, and M. Vaultier Tetrahedron Lett. 25 1984 1555 1556
9. D.L. Comins, and A.L. Williams Tetrahedron Lett. 41 2000 2839 2842
10. P. Guerreiro, V. Ratevelomanana-Vidal, and J.P. Genet Chirality 12 2000 408 410
11. C. Agami, F. Couty, and N. Rabasso Tetrahedron Lett. 41 2000 4113 4116
12. C. Agami, F. Couty, and N. Rabasso Tetrahedron 57 2001 5393 5401
13. Y. Masaki, T. Imaeda, K. Nagata, H. Oda, and A. Ito Tetrahedron Lett. 30 1989 6395 6396
14. V. Ratovelomanana, J. Royer, and H.P. Husson Tetrahedron Lett. 26 1985 3803 3806
15. S.K. Pandey, and P. Kumar Tetrahedron Lett. 46 2005 4091 4093
16. D. Enders, B. Nolte, G. Raabe, and J. Runsink Tetrahedron: Asymmetry 13 2002 285 291
17. K.V. Subba Rao, and P. Kumar Tetrahedron Lett. 44 2003 1957 1958
18. G.C.G. Pais, R.A. Fernandes, and P. Kumar Tetrahedron 55 1999 13445 13450
19. R.A. Fernandes, and P. Kumar Tetrahedron: Asymmetry 10 1999 4349 4356
20. R.A. Fernandes, and P. Kumar Eur. J. Org. Chem. 2002 2921 2923
21. P. Gupta, S.V. Naidu, and P. Kumar Tetrahedron Lett. 45 2004 849 851
22. S.V. Naidu, P. Gupta, and P. Kumar Tetrahedron Lett. 46 2005 2129 2131
23. P. Kumar, S.V. Naidu, and P. Gupta J. Org. Chem. 70 2005 2843 2846
24. P. Kumar, and S.V. Naidu J. Org. Chem. 70 2005 4207 4210
25. R.A. Fernandes, and P. Kumar Eur. J. Org. Chem. 2000 3447 3449
26. R.A. Fernandes, and P. Kumar Tetrahedron Lett. 41 2000 10309 10312
27. K.V. Subba Rao, and P. Kumar Tetrahedron Lett. 44 2003 6149 6151
28. R.K. Pandey, R.A. Fernandes, and P. Kumar Tetrahedron Lett. 43 2002 4425 4426
29. R.A. Fernandes, and P. Kumar Synthesis 2003 129 135
30. S.V. Naidu, and P. Kumar Tetrahedron Lett. 44 2003 1035 1037
31. N.B. Kondekar, K.V. Subba Rao, and P. Kumar Tetrahedron Lett. 45 2004 5477 5479
32. S.K. Pandey, K.V. Subba Rao, and P. Kumar Tetrahedron Lett. 45 2004 5877 5879
33. M.S. Bodas, and P. Kumar Tetrahedron Lett. 45 2004 8461 8463
34. P. Kumar, and M.S. Bodas J. Org. Chem. 70 2005 360 363
35. H. Becker, and K.B. Sharpless Angew. Chem., Int. Ed. Engl. 35 1996 448 481
36. S. Torri, P. Liu, N. Bhuvaneswari, C. Amatore, and A. Jutand J. Org. Chem. 61 1996 3055 3060
37. For a review on asymmetric dihydroxylation, see: H.C. Kolb, M.S. VanNiewenhze, and K.B. Sharpless Chem. Rev. 94 1994 2483 2547
38. Y. Hayashi, M. Shoji, J. Yamaguchi, K. Sato, S. Yamaguchi, T. Mukaiyama, K. Sakai, Y. Asami, H. Kakeya, and H. Osada J. Am. Chem. Soc. 124 2002 12078 12079
39. For reviews on cyclic sulfites/sulfates, see: B.B. Lohray Synthesis 1992 1035 1052
40. H.-S. Byun, L. He, and R. Bittman Tetrahedron 56 2000 7051 7091
41. T.H. Lowry, and K.S. Richardson Mechanism and Theory in Organic Chemistry 3rd ed. 1987 Harper & Row New York p 321 and references cited therein
42. B.E. Maryanoff, A.B. Reitz, and A. Duhl-Emswiler J. Am. Chem. Soc. 107 1985 217 226
43. Z.-B. Zhang, Z.-M. Wing, Y.-X. Wang, H.-Q. Liu, G.-X. Lei, and M. Shi J. Chem. Soc., Perkin Trans. 1 2000 53 57