Henri-Jean Cristau, Xavier Marat, Jean-Pierre Vors, David Virieux and Jean-Luc Pirat Pages 113 - 119 ( 7 )
The regioselective Baeyer-Villiger oxidation of a wide range of α,ααdisubstituted β-ketoesters has been developed to synthesize, in good yields, α,α-disubstituted α-acetoxy esters. The reactions were performed using m-chloroperbenzoic acid in the presence of triflic acid. The rearrangement was shown to occur with retention of configuration of the migrating group. The corresponding α,ααdisubstituted α-hydroxy acids were obtained in good yields, after hydrolysis.
baeyer-villiger oxidation, ketoesters, m-chloro perbenzoic acid, triflic acid, hydroxy acid
Laboratoire de Chimie Organique, UMR 5076, Ecole Nationale Supérieure de Chimie de Montpellier, 8, Rue de l'Ecole Normale, 34296 Montpellier Cedex 5, France.