Asymmetric catalytic epoxidation of α,β-unsaturated carbonyl compounds with hydrogen peroxide: Additive-free and wide substrate scope

Abstract

A simple and H₂O₂-efficient asymmetric epoxidation of α,β-unsaturated carbonyl compounds was accomplished using a chiral N,N′-dioxide–Sc(III) complex catalyst. A number of optically active epoxides were obtained from the corresponding α,β-unsaturated ketones and α,β-unsaturated amides under additive-free conditions. The catalytic system is convenient with good water- and air-tolerance, as well as excellent yields and enantioselectivities.