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A new efficient method for the asymmetric epoxidation of α‐enones with oxygen in the presence of diethylzinc and a chiral amino alcohol is presented. The epoxidation proceeds in moderate to excellent yields, complete diastereoselectivity and enantiomeric excesses of up to >99% by using enantiomerically pure (1R,2R)‐N‐methylpseudoephedrine 7 as a chiral additive. The amino alcohol auxiliary 7 employed can be almost completely recovered with unchanged enantiomeric purity.
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Enders et al. (1997) studied this question.
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