New asymmetric syntheses of β-hydroxy α-amino acids and analogues. Components of biologically active cyclopeptides

Pure and Applied Chemistry

Volumn 68, Issue 3, 1996, Pages 593-596

  Genet, Jean Pierre ^a  

^a PSL RESEARCH UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000629830     PISSN: 00334545     EISSN: None     Source Type: Journal    
DOI: 10.1351/pac199668030593     Document Type: Article

References (26)

1. Parenti, F. and Cavalleri, B. Drugs of the Future, 1990, 15, 57.
2. CsA isolated from fungi in 1976 : Dreyfus, M. ; Harri, E. ; Hofmann, H. ; Kobel, H. ; Pache, W. and Tscherter, H. Eur.J. Appl. Microb. 1976, 3, 125 . For recent studies on CsA, see Wenger, R.M. ; Martin, K.; Timbers, C.and Tromelin, A. Chimia , 1992, 46, 314 and ref cited therein.
3. CsA isolated from fungi in 1976 : Dreyfus, M. ; Harri, E. ; Hofmann, H. ; Kobel, H. ; Pache, W. and Tscherter, H. Eur.J. Appl. Microb. 1976, 3, 125 . For recent studies on CsA, see Wenger, R.M. ; Martin, K.; Timbers, C.and Tromelin, A. Chimia , 1992, 46, 314 and ref cited therein.
4. The systematic name (IUPAC) for MeBmt is (2S, 3R, 4R, 6E)-3-hydroxy-4-methyl-2-methylamino oct-6-enoic acid.
5. Wenger, R.M. a) Helv. Chim. Acta, 1984, 67, 502
6. b) Angew. Chem. Int. Ed. Engl., 1985, 24, 77.
7. Review : Genet J.P.and Durand J.O. Bull.Soc. Chim. Fr. 1994, 612.
8. Chong, J.M. and Sharpless, K.B. J. Org. Chem. 1985, 50, 1560.
9. Genêt, J.P. ; Savignac, M. and Pons, D. Tetrahedron Lett. 1990, 31, 5023.
10. Genêt, J.P.; Durand, J.O. ; Savignac, M. and Pons, D. Tetrahedron Lett. 1992, 18, 2497.
11. Genêt, J.P.; Durand, J.O. ; Savignac, M. and Pons, D. Tetrahedron : Asymmetry 1994, 5, 712.
12. Genêt, J.P. and Mallart, S. Tetrahedron Lett. 1988, 29, 6765.
13. Genêt, J.P. ; Mallart, S. ; Pinel, C. and Jugé, S. Tetrahedron : Asymmetry, 1991, 2, 43.
14. Genêt, J.P. ; Pinel, C. ; Mallart, S. ; Caihlol, N. and Laffitte, J.A. Tetrahedron Lett.,1992, 33, 5343.
15. Genêt, J.P. ; Pinel, C. ; Ratovelomanana-Vidai, V. ; Mallart, S. ; Pfister, X. ; Caño De Andrade, M. C. and Laffitte, J.A. Tetrahedron : Asymmetry, 1994, 5, 665.
16. Genêt, J.P. ; Pinel, C. ; Ratovelomanana-Vidal, V. ; Mallart, S. ; Pfister, X. ; Bischoff, L. ; Cano De Andrade, M.C. ; Darses, S. ; Galopin, C. and Laffitte, J.A. Tetrahedron : Asymmetry, 1994, 5, 674.
17. Greek, C. ; Bischoff, L. ; Ferreira, F. ; Pinel, C. and Genet, J.P. Synlett. 1993, 475.
18. Genêt, J.P. ; Mallart, S. and Jugé, S. Brevet Français no 8911159 (August 1989).
19. Genêt, J.P. ; Pinel, C. ; Mallart, S. ; Jugé, S. ; Thorimbert, S. Tetrahedron : Asymmetry 1991, 2, 555.
20. For this interesting technology see : Noyori, R. ; Ikeda, T. ; Okhuma, T. ; Widhalm, M. ; Kitamura, M. ; Takaya, H. ; Akutagawa, S. ; Sayo, N. ; Saito, T. ; Takemoti, T. and Kumobayashi, H. J. Am. Chem. Soc. 1989, 111, 9134-9135 . Reviews : a) Noyori, R. and Kitamura, M. (1989) Modern Synthetic Methods Ed. Scheffold, R. Spinger Verlag, 128 b) Noyori, R. (1989) Chem. Soc. Rev., 18, 209 c) Noyori, R.and Takaya, H. (1990) Acc. Chem. Res., 23, 345 d) Noyori, R. (1990) Science, 248, 1194.
21. For this interesting technology see : Noyori, R. ; Ikeda, T. ; Okhuma, T. ; Widhalm, M. ; Kitamura, M. ; Takaya, H. ; Akutagawa, S. ; Sayo, N. ; Saito, T. ; Takemoti, T. and Kumobayashi, H. J. Am. Chem. Soc. 1989, 111, 9134-9135 . Reviews : a) Noyori, R. and Kitamura, M. (1989) Modern Synthetic Methods Ed. Scheffold, R. Spinger Verlag, 128 b) Noyori, R. (1989) Chem. Soc. Rev., 18, 209 c) Noyori, R.and Takaya, H. (1990) Acc. Chem. Res., 23, 345 d) Noyori, R. (1990) Science, 248, 1194.
22. For this interesting technology see : Noyori, R. ; Ikeda, T. ; Okhuma, T. ; Widhalm, M. ; Kitamura, M. ; Takaya, H. ; Akutagawa, S. ; Sayo, N. ; Saito, T. ; Takemoti, T. and Kumobayashi, H. J. Am. Chem. Soc. 1989, 111, 9134-9135 . Reviews : a) Noyori, R. and Kitamura, M. (1989) Modern Synthetic Methods Ed. Scheffold, R. Spinger Verlag, 128 b) Noyori, R. (1989) Chem. Soc. Rev., 18, 209 c) Noyori, R.and Takaya, H. (1990) Acc. Chem. Res., 23, 345 d) Noyori, R. (1990) Science, 248, 1194.
23. For this interesting technology see : Noyori, R. ; Ikeda, T. ; Okhuma, T. ; Widhalm, M. ; Kitamura, M. ; Takaya, H. ; Akutagawa, S. ; Sayo, N. ; Saito, T. ; Takemoti, T. and Kumobayashi, H. J. Am. Chem. Soc. 1989, 111, 9134-9135 . Reviews : a) Noyori, R. and Kitamura, M. (1989) Modern Synthetic Methods Ed. Scheffold, R. Spinger Verlag, 128 b) Noyori, R. (1989) Chem. Soc. Rev., 18, 209 c) Noyori, R.and Takaya, H. (1990) Acc. Chem. Res., 23, 345 d) Noyori, R. (1990) Science, 248, 1194.
24. For this interesting technology see : Noyori, R. ; Ikeda, T. ; Okhuma, T. ; Widhalm, M. ; Kitamura, M. ; Takaya, H. ; Akutagawa, S. ; Sayo, N. ; Saito, T. ; Takemoti, T. and Kumobayashi, H. J. Am. Chem. Soc. 1989, 111, 9134-9135 . Reviews : a) Noyori, R. and Kitamura, M. (1989) Modern Synthetic Methods Ed. Scheffold, R. Spinger Verlag, 128 b) Noyori, R. (1989) Chem. Soc. Rev., 18, 209 c) Noyori, R.and Takaya, H. (1990) Acc. Chem. Res., 23, 345 d) Noyori, R. (1990) Science, 248, 1194.
25. Bischoff, L. Thèse de l'Université Pierre et Marie Curie (November 1994).
26. Girard, A. ; Greek, C. Unpublished work in these laboratories.