Short stereoselective route to gamma-CF3 allylic alcohols: rearrangements with creation of quaternary CF3-substituted carbons
A concise preparation of tetrasubstituted hindered functionalized CF3-olefins 2-7 from corresponding enol ether 3 is described. Geometrically pure gamma-CF3, gamma-alkyl allylic alcohols thus prepared could undergo Claisen-type rearrangements and provide, in good yields, carboxylic esters and amides containing a beta- quaternary CF3-substituted carbon.
Bouvet
D
BioCIS, UPRES A-8076, Centre d'Etudes Pharmaceutiques, Chatenay-Malabry, France.
Sdassi
H
Ourevitch
M
Bonnet-Delpon
D