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A ruthenium‐catalyzed asymmetric epoxidation of various olefins using tert ‐butyl hydroperoxide (TBHP) as the oxidant is reported. By applying ruthenium(pyridinebisoxazoline)‐(pyridinedicarboxylate) complexes 1 [Ru(pybox)(pydic), 1 ] as catalysts, aromatic and aliphatic olefins yielded the corresponding epoxides at room temperature in good to excellent yields and enantioselectivities up to 65% ee. Slow addition of the stoichiometric oxidant significantly improved the yield and the chemoselectivity of the reaction.
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Bhor et al. (2004) studied this question.
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