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Synlett 1996; 1996(7): 615-616
DOI: 10.1055/s-1996-5578
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Enzyme Mediated Synthesis of Stereoisomerically Pure α,ω-Diepoxides

Thomas R. Hoye* , Lushi Tan
  • *Department of Chemistry, 207 Pleasant Street, S. E., University of Minnesota, Minneapolis, Minnesota 55455, USA, Fax: 612-626-7541, e-mail: hoye@chem.umn.edu
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Publication History

Publication Date:
31 December 2000 (online)

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The synthesis of stereoisomerically pure terminal diepoxides 2a and 2b was accomplished through enzyme catalyzed transesterification of bis(β-hydroxyalkyl)thioethers followed by S-alkylation and base promoted intramolecular displacement.

kinetic resolution - transesterification - PS-30 - β-hydroxyalkylsulfides - meso-selectivity - desymmetrization