STEREOSELECTIVE SYNTHESIS OF ERYTHRO ALPHA-AMINO EPOXIDES

Authors
ROTELLA DP
Citation
Dp. Rotella, STEREOSELECTIVE SYNTHESIS OF ERYTHRO ALPHA-AMINO EPOXIDES, Tetrahedron letters, 36(31), 1995, pp. 5453-5456
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
31
Year of publication
1995
Pages
5453 - 5456
Database
ISI
SICI code
0040-4039(1995)36:31<5453:SSOEAE>2.0.ZU;2-M
Abstract
The stereoselective reduction of bromomethyl ketones derived from leuc ine, 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. T hese oxiranes are useful for the preparation of hydroxyethylene peptid e isosteres.