Stereoselective Synthesis of Erythro Α-Amino Epoxides

Authors

David Rotella, Montclair State UniversityFollow

Document Type

Article

Publication Date

7-31-1995

Journal / Book Title

Tetrahedron letters

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-

Montclair State University Digital Commons Citation

Rotella, David, "Stereoselective Synthesis of Erythro Α-Amino Epoxides" (1995). Department of Chemistry and Biochemistry Faculty Scholarship and Creative Works. 394.
https://digitalcommons.montclair.edu/chem-biochem-facpubs/394

Published Citation

Rotella, D. P. (1995). Stereoselective synthesis of erythro α-amino epoxides. Tetrahedron letters, 36(31), 5453-5456.