The Journal of Organic Chemistry

Enantioselective synthesis of tertiary. alpha.-hydroxy carbonyl compounds using [(8, 8-dichlorocamphoryl) sulfonyl] oxaziridine

FA Davis, MC Weismiller

Index: Davis, Franklin A.; Weismiller, Michael C. Journal of Organic Chemistry, 1990 , vol. 55, # 12 p. 3715 - 3717

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Citation Number: 93

Abstract

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