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

被引：160

作者：

Kawai, Hiroyuki ^{[1
]}

Kusuda, Akihiro ^{[1
]}

Nakamura, Shuichi ^{[1
]}

Shiro, Motoo ^{[2
]}

Shibata, Norio ^{[1
]}

机构：

[1] Nagoya Inst Technol, Grad Sch Engn, Dept Frontier Mat, Showa Ku, Nagoya, Aichi 4668555, Japan

[2] Rigaku Corp, Tokyo 1968666, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 34期

关键词：

amines; autocatalysis; fluorine; organocatalysis; trifluoromethylation; NUCLEOPHILIC TRIFLUOROMETHYLATION; ASYMMETRIC TRIFLUOROMETHYLATION; CARBONYL-COMPOUNDS; 1,3-DIPOLAR CYCLOADDITION; STEREOSELECTIVE-SYNTHESIS; VICINAL ETHYLENEDIAMINES; CINCHONA ALKALOIDS; COMBINED NMR; KETONES; ALDEHYDES;

D O I：

10.1002/anie.200902457

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：6324 / 6327

页数：4

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