The Productive Merger of Iodonium Salts and Organocatalysis: A Non-photolytic Approach to the Enantioselective α-Trifluoromethylation of Aldehydes

被引：303

作者：

Allen, Anna E. ^{[1
]}

MacMillan, David W. C. ^{[1
]}

机构：

[1] Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 14期

基金：

加拿大自然科学与工程研究理事会;

关键词：

MILD ELECTROPHILIC TRIFLUOROMETHYLATION; REAGENTS; AGENTS; FLUORINE; SYSTEM;

D O I：

10.1021/ja100748y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An enantioselective organocatalytic alpha-trifluoromethylation of aldehydes has been accomplished using a commercially available, electrophilic trifluoromethyl source. The merging of Lewis acid and organocatalysis provides a new strategy for the enantioselective construction of trifluoromethyl stereogenicity, an important chiral synthon for pharmaceutical, materials, and agrochemical applications. This mild and operationally simple protocol allows rapid access to enantioenriched alpha-trifluoromethylated aldehydes through a nonphotolytic pathway.

引用

页码：4986 / +

页数：3

共 19 条

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