Synthesis 1990; 1990(1): 34-36
DOI: 10.1055/s-1990-26779
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A Convenient Synthesis of Enantiomerically Pure (2S,3S)- or (2R,3R)-3-Hydroxyleucine

Charles G. Caldwell* , Steven S. Bondy
  • *Merck Sharp and Dohme Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, USA
Further Information

Publication History

Publication Date:
17 September 2002 (online)

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.