Short stereoselective route to gamma-CF3 allylic alcohols: Rearrangements with creation of quaternary CF3-substituted carbons

Authors
Bouvet, D Sdassi, H Ourevitch, M Bonnet-Delpon, D
Citation
D. Bouvet et al., Short stereoselective route to gamma-CF3 allylic alcohols: Rearrangements with creation of quaternary CF3-substituted carbons, J ORG CHEM, 65(7), 2000, pp. 2104-2107
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
7
Year of publication
2000
Pages
2104 - 2107
Database
ISI
SICI code
0022-3263(20000407)65:7<2104:SSRTGA>2.0.ZU;2-M
Abstract
A concise preparation of tetrasubstituted hindered functionalized CF3-olefi ns 2-7 from corresponding enol ether 3 is described. Geometrically pure gam ma-CF3,gamma-alkyl allylic alcohol thus prepared could undergo Claisen-type rearrangements and provide, in good yields, carboxylic esters and amides c ontaining a beta- quaternary CF3-substituted carbon.