TANDEM DOUBLE MICHAEL ADDITION SIGMATROPIC REARRANGEMENTS FOR THE CONSTRUCTION OF HIGHLY SUBSTITUTED RINGS - A SYNTHESIS OF THE TAXOL A RING

Authors
PARSONS PJ STEFINOVIC M
Citation
Pj. Parsons et M. Stefinovic, TANDEM DOUBLE MICHAEL ADDITION SIGMATROPIC REARRANGEMENTS FOR THE CONSTRUCTION OF HIGHLY SUBSTITUTED RINGS - A SYNTHESIS OF THE TAXOL A RING, Synlett, (12), 1993, pp. 931-932
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
12
Year of publication
1993
Pages
931 - 932
Database
ISI
SICI code
0936-5214(1993):12<931:TDMASR>2.0.ZU;2-I
Abstract
A new ring synthesis is described which relies on a double Michael add ition of enolates derived from alpha,beta-unsaturated ketones to allen yl sulphoxides. The resulting allylic sulphoxides can be isolated or r earranged in situ to cyclic allylic alcohols.