NATURAL-PRODUCTS SYNTHESIS BY RETRO-DIELS -ALDER REACTION .14. STEREOSPECIFIC SYNTHESIS OF (+ -)-EPOFORMIN AND (+/-)-EPIEPOFORMIN/

Authors
LIU ZY LI HG CHEN SH
Citation
Zy. Liu et al., NATURAL-PRODUCTS SYNTHESIS BY RETRO-DIELS -ALDER REACTION .14. STEREOSPECIFIC SYNTHESIS OF (+ -)-EPOFORMIN AND (+/-)-EPIEPOFORMIN/, Huaxue xuebao, 55(6), 1997, pp. 611-616
Citations number
13
Categorie Soggetti
Chemistry
Journal title
Huaxue xuebao → ACNP
ISSN journal
05677351
Volume
55
Issue
6
Year of publication
1997
Pages
611 - 616
Database
ISI
SICI code
0567-7351(1997)55:6<611:NSBR-R>2.0.ZU;2-H
Abstract
p - Benzoquinone reacted with cyclopentadiene to mask its double bond. After introduction of the necessary functional groups and substituent , retro Diels - Alder reaction gave (+/-) - epiepoformin, which was co nverted into (+/-) - epoformin by inversion of its hydroxy configurati on in 70% and 65% overall yields, respectively.