Catalytic enantioselective oxaziridination.

ABSTRACT

The first catalytic enantioselective synthesis of oxaziridines is presented. The oxidation of aryl and alkyl aldimines with m-CPBA under organocatalytic conditions using cinchona alkaloid-derived catalysts furnished optically active oxaziridines in good yields and high enantioselectivities (up to 94% ee). Mechanistic investigations indicate a stepwise enantioselective oxidation process.