Stereochemistry of the Asymmetric Oxidation of Ketone Enolates Using (Camphorylsulfonyl)oxaziridines

Article abstract of DOI:10.1021/jo00371a038

Asymmetric oxidation of the sodium enolates of ketones using chiral oxaziridines (+)-(2R,8aS)-1 and (-)-(2S,8aR)-2 affords α-hydroxy ketones 4 in high optical purity (69-95percent ee).An open transition state, controlled by nonbonded steric interactions, is proposed as being responsible for the chiral recognition.