The catalytic Mannich reaction of 1,1-difluoro-2-trialkyl(aryl)silyl-2-trimethyl-silyloxyethenes: preparation of beta-amino acid derivatives.

作者信息

Chung Woo Jin, Omote Masaaki, Welch John T

机构信息

Department of Chemistry, University at Albany, State University of New York, 1400 Washington Avenue, Albany, New York 12222, USA.

出版信息

J Org Chem. 2005 Sep 16;70(19):7784-7. doi: 10.1021/jo050953l.

DOI:10.1021/jo050953l

PMID:16149816

Abstract

[reaction: see text] Catalytic Mannich reactions of 1,1-difluoro-2-trialkyl(aryl)silyl-2-trimethylsilyloxyethenes (3) with a variety of sulfonylimines were utilized for the preparation of alpha,alpha-difluoro-beta-amino acid derivatives (7). The influence of the Lewis acid on the reaction was examined. Methods for the conversion of alpha,alpha-difluoroacylsilanes to alpha,alpha-difluorocarboxylic acids were also explored.

摘要