Enantioselective Synthesis of Tertiary α-Hydroxy Carbonyl Compounds Using ((8,8-Dichlorocamphoryl)sulfonyl)oxaziridine

Article abstract of DOI:10.1021/jo00299a007

Very high stereoinduction, generally 90-95percent ee, is observed for the asymmetric oxidation of 2-substituted-1-tetralone enolates to 2-hydroxy-2-substituted-1-tetralones by chiral nonracemic oxaziridine (+)-7.Not only are these α-hydroxy carbonyl compounds difficult to prepare enantiomerically pure via other methods, but they are also models for several biologically active compounds.