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Asymmetric Epoxidation of Olefins with Hydrogen Peroxide—Catalysis by an Aspartate-Containing Tripeptide

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Abstract

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Oxidation per carboxylic acid: Upon incorporation into a suitable tripeptide, per-aspartate can epoxidize olefins that contain hydrogen-bonding groups with high enantioselectivity (up to 92 % ee). Catalytic asymmetric epoxidation can be effected with hydrogen peroxide as the terminal oxidant and carbodiimide as the stoichiometric activator for multiple acid/peracid turnovers.

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