Asymmetric Oxidation of Ester and Amide Enolates Using New (Camphorylsulfonyl)oxaziridines

Article abstract of DOI:10.1021/jo00362a053

The first asymmetric oxidation of ester and amide lithium enolates 5 to optically active α-hydroxycarbonyl compounds 6 is reported using new, easily prepared, stable (camphorylsulfonyl)oxaziridines (+)-(2R,8aS)-3 and (-)-(2S,8aR)-4.Either enantiomer of 6 can be readily obtained because the configuration of the oxaziridine three-membered ring determines the product stereochemistry.