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An Efficient and Catalytically Enantioselective Route to (S)-(-)-Phenyloxirane

E. J. Corey*, S. Shibata, R. K. Bakshi

*Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, Email: coreychemistry.harvard.edu

E. J. Corey, S. Shibata, R. K. Bakshi, J. Org, Chem., 1988, 53, 2861-2863.

DOI: 10.1021/jo00247a044


Abstract

Key step in the synthesis of chiral phenyloxirane is the enantioselective catalytic reduction of an achiral chloromethyl ketone by means of a chiral oxazaborolidine as catalyst and borane as stoichiometric reductant.



Key Words

Corey-Bakshi-Shibata Reduction, Epoxides, Borane


ID: J42-Y1988-010