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Acyclic Stereoselective Boron Alkylation Reactions...
Journal article

Acyclic Stereoselective Boron Alkylation Reactions for the Asymmetric Synthesis of β-Substituted α-Amino Acid Derivatives

Abstract

Optically active syn- or anti-beta-substituted-alpha-amino acid derivatives are prepared in 94 to >/=99% ee and 66-98% ds by reaction of the Schiff base acetate of glycine tert-butyl ester with chiral, nonracemic B-alkyl-9-BBN derivatives in the presence of the Cinchona alkaloid, cinchonidine (CdOH) or cinchonine (CnOH), base, and lithium chloride.

Authors

O'Donnell MJ; Cooper JT; Mader MM

Journal

Journal of the American Chemical Society, Vol. 125, No. 9, pp. 2370–2371

Publisher

American Chemical Society (ACS)

Publication Date

March 1, 2003

DOI

10.1021/ja0298794

ISSN

0002-7863