A Convenient Synthesis of Enantiomerically Pure (2S,3S)- or (2R,3R)-3-Hydroxyleucine

Abstract
Both enantiomers of erythro-3-hydroxyleucine are available by asymmetric epoxidation of (E)-4-methyl-2-penten-1-ol (1) followed by ruthenium tetroxide catalyzed oxidation to the corresponding glycidic acid 3, epoxide opening by benzylamine, and hydrogenolysis using palladium hydroxide on carbon.

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