ALKENE SYNTHESIS FROM ALLYLIC SULFONES - PREPARATION OF ISOPROPENYL AND ISOPROPYLIDENE ISOMERS FROM A COMMON INTERMEDIATE

Authors
PHILLIPS ED WARREN ES WHITHAM GH
Citation
Ed. Phillips et al., ALKENE SYNTHESIS FROM ALLYLIC SULFONES - PREPARATION OF ISOPROPENYL AND ISOPROPYLIDENE ISOMERS FROM A COMMON INTERMEDIATE, Tetrahedron, 53(1), 1997, pp. 307-320
Citations number
56
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
1
Year of publication
1997
Pages
307 - 320
Database
ISI
SICI code
0040-4020(1997)53:1<307:ASFAS->2.0.ZU;2-E
Abstract
Using alpha-alkylation, 1,3-rearrangement, and regioselective desulfon ylation allows the control of the regiochemistry of alkene synthesis f rom allylic sulfones. Sequences involving allylic 2-hydroxypropyl, 2-t rimethylsilylethyl, and benzothiazol-2-yl sulfones are described leadi ng to isopropenyl and isopropylidene isomers of an alkene starting fro m a common sulfone intermediate. Copyright (C) 1996 Elsevier Science L td