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Catalytic Enantioselective Trifluoromethylation of Azomethine Imines with Trimethyl(trifluoromethyl)silane
Author(s) -
Kawai Hiroyuki,
Kusuda Akihiro,
Nakamura Shuichi,
Shiro Motoo,
Shibata Norio
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200902457
Subject(s) - trifluoromethylation , enantioselective synthesis , chemistry , trifluoromethyl , silane , salt (chemistry) , catalysis , bromide , cinchona , organic chemistry , combinatorial chemistry , alkyl
It′s a cinch! The title reaction with azomethine imines 1 uses an operationally simple procedure, based on the combination of the bromide salt of cinchona alkaloids ( 3 ) and KOH. The procedure is reliable and general. Trifluoromethyl‐substituted amines can be accessed by a two‐step deprotection of the product ( S )‐ 2 .