STUDIES TOWARDS THE SYNTHESIS OF FORSKOLIN FROM CARBOHYDRATES - PREPARATION OF 2,3-DISUBSTITUTED GLYCALS

Authors
PAN JW HANNA I LALLEMAND JY
Citation
Jw. Pan et al., STUDIES TOWARDS THE SYNTHESIS OF FORSKOLIN FROM CARBOHYDRATES - PREPARATION OF 2,3-DISUBSTITUTED GLYCALS, Bulletin de la Societe chimique de France, 131(6), 1994, pp. 665-673
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology,Chemistry
Journal title
Bulletin de la Societe chimique de France → ACNP
ISSN journal
00378968
Volume
131
Issue
6
Year of publication
1994
Pages
665 - 673
Database
ISI
SICI code
0037-8968(1994)131:6<665:STTSOF>2.0.ZU;2-7
Abstract
Chiral cyclobutanones 5, prepared by cycloaddition of dichloroketene a nd glycals, undergo ring-expansion to give cyclopentene-annulated tetr ahydropyran 19. This compound was found to be a useful intermediate fo r the preparation of various 2,3-disubstituted glycals. In particular, a synthetic route to trienone 3, a potential precursor for the intram olecular Diels-Alder in the construction of the ABC ring system of for skolin, is described.