Enantioselective α-Trifluoromethylation of Aldehydes via Photoredox Organocatalysis

被引：837

作者：

Nagib, David A. ^{[1
]}

Scott, Mark 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 | 2009年 / 131卷 / 31期

关键词：

SILYL ENOL ETHERS; MILD ELECTROPHILIC TRIFLUOROMETHYLATION; RADICAL TRIFLUOROMETHYLATION; MEDICINAL CHEMISTRY; CARBONYL-COMPOUNDS; ORGANIC-MOLECULES; CATALYSIS; PERFLUOROALKYLATION; FLUORINE; POTENTIALS;

D O I：

10.1021/ja9053338

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first enantioselective, organocatalytic alpha-trifluoromethytation and alpha-perfluoroalkylation of aldehydes have been accomplished using a readily available iridium photocatalyst and a chiral imidazolidinone catalyst. A range of alpha-trifluoromethyl and alpha-perfluoroalkyl aldehydes were obtained from commercially available perfluoroalkyl halides with high efficiency and enantioselectivity. The resulting alpha-trifluoromethyl aldehydes were subsequently shown to be versatile precursors for the construction of a variety of enantioenriched trifluoromethylated building blocks.

引用

页码：10875 / +

页数：4

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