Title

Stereoselective Synthesis of Erythro Α-Amino Epoxides

Document Type

Article

Publication Date

7-31-1995

Abstract

The stereoselective reduction of bromomethyl ketones derived from leucine, phenylalanine, alanine and valine is described using borohydride reagents. The Boc-amino alcohol product has erythro stereochemistry at the carbinol center as deduced by conversion to Boc-amino epoxides. These oxiranes are useful for the preparation of hydroxyethylene peptide isosteres.

DOI

10.1016/00404-0399(50)1087X-

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