Catalytic Enantioselective Trifluoromethylation of Azomethine Imines with Trimethyl(trifluoromethyl)silane

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 th...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2009-08, Vol.48 (34), p.6324-6327
Main Authors: Kawai, Hiroyuki, Kusuda, Akihiro, Nakamura, Shuichi, Shiro, Motoo, Shibata, Norio
Format: Article
Language:English
Subjects:
amines
autocatalysis
fluorine
organocatalysis
trifluoromethylation
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Summary: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200902457