TRANSANNULAR DIELS-ALDER CYCLIZATION OF SUBSTITUTED 13-MEMBERED TRIENES - AN APPROACH TO THE BCD[6.6.5] RINGS OF THE 14-BETA-HYDROXYSTEROIDS

Authors
LANGLOIS P SOUCY P DORY YL DESLONGCHAMPS P
Citation
P. Langlois et al., TRANSANNULAR DIELS-ALDER CYCLIZATION OF SUBSTITUTED 13-MEMBERED TRIENES - AN APPROACH TO THE BCD[6.6.5] RINGS OF THE 14-BETA-HYDROXYSTEROIDS, Canadian journal of chemistry, 74(2), 1996, pp. 129-143
Citations number
35
Categorie Soggetti
Chemistry
Journal title
Canadian journal of chemistry → ACNP
ISSN journal
00084042
Volume
74
Issue
2
Year of publication
1996
Pages
129 - 143
Database
ISI
SICI code
0008-4042(1996)74:2<129:TDCOS1>2.0.ZU;2-U
Abstract
The transannular Diels-Alder strategy has been applied to three 13-mem bered macrocyclic trienes whose characteristics are: a cis-trans diene and a cis methoxymethyl enol ether as the dienophile. The successful trials led to three 6.6.5 tricyles having a trans-syn-cis geometry exa ctly as in the B.C.D. rings of the 14 beta-hydroxysteroids.