An efficient total synthesis of sulfobacin A

Tetrahedron Letters

Volumn 45, Issue 52, 2004, Pages 9641-9643

  Gupta, Priti ^a   Naidu, S Vasudeva ^a   Kumar, Pradeep ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

SPHINGOSINE DERIVATIVE; SULFATE; SULFOBACIN A; UNCLASSIFIED DRUG;

ARTICLE; DIHYDROXYLATION; DRUG SYNTHESIS; ENANTIOSELECTIVITY;

EID: 9644255935     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.10.137     Document Type: Article

References (35)

1. T. Kamiyama, T. Umino, S. Sawairi, M. Shirane, S. Ohshima, and K. Yokose J. Antibiot. 48 1995 924 928
2. T. Kamiyama, Y. Itezono, Y. Nakamura, T. Satoh, and K. Yokose J. Antibiot. 48 1995 929 936
3. J. Kobayashi, S. Mikami, H. Shigemori, T. Takao, Y. Shimonishi, S. Izuta, and S. Yoshida Tetrahedron 51 1995 10487 10490
4. N. Irako, and T. Shiori Tetrahedron Lett. 39 1998 5793 5796
5. T. Shiori, and N. Irako Tetrahedron 56 2000 9129 9142
6. H. Takikawa, S. Muto, D. Nozawa, A. Kayo, and K. Mori Tetrahedron Lett. 39 1998 6931 6934
7. H. Takikawa, D. Nozawa, A. Kayo, S. Muto, and K. Mori J. Chem. Soc., Perkin Trans. 1 1999 2467 2477
8. O. Labeeuw, P. Phansavath, and J.-P. Genêt Tetrahedron Lett. 44 2003 6383 6386
9. O. Labeeuw, P. Phansavath, and J.-P. Genêt Tetrahedron: Asymmetry 15 2004 1899 1908
10. G.C.G. Pais, R.A. Fernandes, and P. Kumar Tetrahedron 55 1999 13445 13450
11. R.A. Fernandes, and P. Kumar Tetrahedron: Asymmetry 10 1999 4349 4356
12. R.A. Fernandes, and P. Kumar Eur. J. Org. Chem. 2002 2921 2923
13. S.V. Kandula, and P. Kumar Tetrahedron Lett. 44 2003 6149 6151
14. P. Gupta, S.V. Naidu, and P. Kumar Tetrahedron Lett. 45 2004 849 851
15. R.A. Fernandes, and P. Kumar Eur. J. Org. Chem. 2000 3447 3449
16. R.K. Pandey, R.A. Fernandes, and P. Kumar Tetrahedron Lett. 43 2002 4425 4426
17. R.A. Fernandes, and P. Kumar Tetrahedron Lett. 41 2000 10309 10312
18. S.V. Naidu, and P. Kumar Tetrahedron Lett. 44 2003 1035 1037
19. S.V. Kandula, and P. Kumar Tetrahedron Lett. 44 2003 1957 1958
20. P. Gupta, R.A. Fernandes, and P. Kumar Tetrahedron Lett. 44 2003 4231 4232
21. N.B. Kondekar, S.V. Kandula, and P. Kumar Tetrahedron Lett. 45 2004 5477 5479
22. S.K. Pandey, S.V. Kandula, and P. Kumar Tetrahedron Lett. 45 2004 5877 5879
23. For reviews on the Swern oxidation, see: T.T. Tidwell Synthesis 1990 857 870
24. T.T. Tidwell Org. React. 39 1990 297 572
25. H. Becker, and K.B. Sharpless Angew. Chem., Int. Ed. 35 1996 448 451
26. H.C. Kolb, M.S. Van Nieuwenhze, and K.B. Sharpless Chem. Rev. 94 1994 2483 2547
27. S. Torri, P. Liu, N. Bhuvaneswari, C. Amatore, and A. Jutand J. Org. Chem. 61 1996 3055 3060
28. 4 (330.50): C, 69.05; H, 11.59. Found: C, 69.28; H, 11.42
29. For reviews on cyclic sulfites/cyclic sulfates, see: B.B. Lohray Synthesis 1992 1035 1052
30. H.-S. Byun, L. He, and R. Bittman Tetrahedron 56 2000 7051 7091
31. T.H. Lowry, and K.S. Richardson Mechanism and Theory in Organic Chemistry third ed. 1987 Harper & Row New York p 321 and references cited therein
32. 3 (355.28): C, 64.19; H, 10.49; N, 11.82. Found: C, 64.31; H, 10.21; N, 11.64
33. R.P. Volante Tetrahedron Lett. 22 1981 3119 3122
34. For a review, see: O. Mitsunobu Synthesis 1981 1 28
35. Y. Gaw, and K.B. Sharpless J. Am. Chem. Soc. 110 1988 7538 7539