CHEMISTRY OF ZAMORANIC ACID .5. HOMOCHIRAL SEMISYNTHESES OF ACTIVE DRIMANES - PERENIPORIN-B, POLYGODIAL AND WARBURGANAL

Authors
URONES JG MARCOS IS PEREZ BG DIEZ D LITHGOW AM GOMEZ PM BASABE P GARRIDO NM
Citation
Jg. Urones et al., CHEMISTRY OF ZAMORANIC ACID .5. HOMOCHIRAL SEMISYNTHESES OF ACTIVE DRIMANES - PERENIPORIN-B, POLYGODIAL AND WARBURGANAL, Tetrahedron, 50(37), 1994, pp. 10995-11012
Citations number
41
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
37
Year of publication
1994
Pages
10995 - 11012
Database
ISI
SICI code
0040-4020(1994)50:37<10995:COZA.H>2.0.ZU;2-1
Abstract
Methyl 14,15-dinor-13-oxo-7-labden-15-pate was obtained from zamoranic acid methyl ester. The former by photochemical cleavage yielded methy l 7,9(11)-drimadien-12-oate, whose chemoselective epoxidation afforded methyl 9 alpha,11-epoxy-7-drimen-12-oate, which is the key synthetic precursor for pereniporin B, polygodial and warburganal.