The catalytic Mannich reaction of 1,1-difluoro-2-trialkyl(aryl)silyl-2-trimethyl-silyloxyethenes: preparation of beta-amino acid derivatives.
[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.
Chung
Woo Jin
WJ
Department of Chemistry, University at Albany, State University of New York, 1400 Washington Avenue, Albany, New York 12222, USA.
Omote
Masaaki
M
Welch
John T
JT
D000596:Amino Acids / Q000138:chemical synthesis*; D002384:Catalysis; D008352:Mannich Bases
D000596:Amino Acids; D008352:Mannich Bases