DIASTEREOSELECTIVITY IN THE TRANSANNULAR DIELS-ALDER REACTION OF A TRANS-TRANS-TRANS 14-MEMBERED MACROCYCLE LEADING TO STEROIDS

Authors
DROUIN M COUTURIER M DESLONGCHAMPS P
Citation
M. Drouin et al., DIASTEREOSELECTIVITY IN THE TRANSANNULAR DIELS-ALDER REACTION OF A TRANS-TRANS-TRANS 14-MEMBERED MACROCYCLE LEADING TO STEROIDS, Acta crystallographica. Section C, Crystal structure communications, 53, 1997, pp. 1698-1701
Citations number
12
Categorie Soggetti
Crystallography
Journal title
Acta crystallographica. Section C, Crystal structure communications → ACNP
ISSN journal
01082701
Volume
53
Year of publication
1997
Part
11
Pages
1698 - 1701
Database
ISI
SICI code
0108-2701(1997)53:<1698:DITTDR>2.0.ZU;2-W
Abstract
A novel 14-membered macrocyclic ring with trans-trans-trans triene geo metry, trimethyl 3.0]heptadeca-4,10,12-triene-1,8,8-tricarboxylate, C2 4H32O7, which usually undergoes a Diels-Alder cycloaddition upon forma tion, has been isolated. From four possible contractions, the transann ular reaction produces three adducts from which trimethyl rac-(5 beta, 9 beta,10 alpha)-17-oxoandrost-6-ene-3,3,18-tricarboxylate, C24H32O7, was isolated and crystallized.