Studies on the cis dihydroxylation of drimanediene skeleton

Synthetic Communications

Volumn 28, Issue 23, 1998, Pages 4371-4386

  Leclaire, M ^a   Jean, P ^a   Ricard, L ^a,b   Lallemand, J Y ^a  

^a LABORATOIRE DE SYNTHÈSE ORGANIQUE   (France)

^b ECOLE POLYTECHNIQUE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALKADIENE; FORSKOLIN;

ARTICLE; DRUG ISOLATION; DRUG SYNTHESIS; HYDROXYLATION; PLANT ROOT; STEREOCHEMISTRY;

EID: 0031767504     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919808004472     Document Type: Article

References (24)

1. Bhat, S.; Bajawa, B. S.; Dornauer, H.; de Souza, N. J.; Fehlhaber, H. W. Tetrahedron lett. 1977, 18, 1669-1672.
2. a) Ziegler, F. E. ; Jaynes, B. H.; Saindane , M. T. Tetrahedron Lett. 1985, 26, 3307-3310.
3. b) Ziegler, F. E.; Jaynes, B. H. Tetrahedron Lett. 1987, 28, 2339-2342.
4. c) Ziegler, F. E. ; Jaynes, B. H.; Saindane M. T. J. Am. Chem.Soc. 1987, 109, 8115-8116.
5. d) Ziegler, F. E.; Jaynes, B. H. Tetrahedron Lett. 1988, 29, 2031-2032.
6. Hashimoto, S.; Sakata, S.; Sonegawa, M. J. Am. Chem.Soc. 1988, 110, 3670-3672.
7. a) Corey, E. J. ; Da Silva Jardine, P.; Rohloff, J. C. J. Am. Chem.Soc. 1988, 110, 3672-3673.
8. b) Corey, E. J. ; Da Silva Jardine, P.; Mohri, Tetrahedron lett. 1988, 29, 6409-6412.
9. a) Delpech, B.; Calvo, D.; Lett, R. Tetrahedron lett. 1996, 37, 1015-1018.
10. b) ibid, 1019-1022.
11. c) ibid, 1023-1026.
12. Colombo, M. I.; Zinczuk, J.; Ruveda, E. A. Tetrahedron 1992, 48, 963-1037.
13. a) Leclaire, M.; Pericaud F.; Lallemand J. Y. J. Chem. Soc. Chem. Commun. 1995, 1333-1334.
14. b) Leclaire, M.; Level R.; Pericaud F.; Ricard L.; Lallemand J. Y. Tetrahedron 1996, 52, 7703-7718.
15. a) Bhat, S. V.; Dohadwalla, A. N.; Bajwa, B. S.; Dadkar, N. K.; Dornauer, H.; de Souza, N. J. J. Med.Chem. 1983, 26, 486-492
16. b) Khndewal, Y.; Rajeshawri, K.; Rajogopalan, R.; Dohadwalla, A. N.; de Souza, N. J.; Rupp R. H. J. Med.Chem. 1988, 31, 1872-1879.
17. c) Drugs of the Future 1993, 134-137.
18. Leclaire, M.; Jean, P.; Lopez, R.; Ricard, L., Plessix, H.; Lallemand J. Y. Tetrahedron 1995, 25, 6983-6998.
19. Waddel, T. G.; Osborne, C. B.; Collison R.; Levine M. J.; Cross M. C. J. Org. Chem. 1983, 48, 4450.
20. Kienzel, K.; Stadwieser, J.; Mergelsberg, I. Helv. Chim. Acta 1989, 72, 348.
21. a) Hashimoto, T.; Horie, M.; Takaoka, S.; Chemistry Letters, 1995, 481.
22. b) M.; Hashimoto, T.; Horie, M.; Toyota, M.; Taira, Z.; Takeda, R.; Tori, M.; Asakawa, Y. Tetrahedron Lett. 1994, 35, 5457.
23. Leclaire, M.; Jean, P. Bull. Soc. Chim. Fr. 1996, 133, 801-803.
24. For X-ray structure determination of 19 see experimental part.