HIGH-PRESSURE DIELS-ALDER REACTIONS OF BICYCLIC DIENONES - SHORT SYNTHESES OF HYDROPHENANTHRENONES

Authors
MINUTI L TATICCHI A GACSBAITZ E WENKERT E
Citation
L. Minuti et al., HIGH-PRESSURE DIELS-ALDER REACTIONS OF BICYCLIC DIENONES - SHORT SYNTHESES OF HYDROPHENANTHRENONES, Tetrahedron, 51(36), 1995, pp. 10033-10040
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
36
Year of publication
1995
Pages
10033 - 10040
Database
ISI
SICI code
0040-4020(1995)51:36<10033:HDROBD>2.0.ZU;2-L
Abstract
Diels-Alder reactions of a heteroannular bicyclic dienone with acyclic dienes under Lewis acid catalysis at atmospheric and 7 Kbar pressure are presented. The pressure reactions are fast, high-yielding and high ly diastereoselective en route to hydrophenanthrenones. As a consequen ce of some post-cycloaddition enolization, both cis and trans products are available.