N-Triflylthiophosphoramide Catalyzed Enantioselective Mukaiyama Aldol Reaction of Aldehydes with Silyl Enol Ethers of Ketones

被引：60

作者：

Cheon, Cheol Hong ^{[1
]}

Yamamoto, Hisashi ^{[1
]}

机构：

[1] Univ Chicago, Dept Chem, Chicago, IL 60615 USA

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 11期

关键词：

CHIRAL BRONSTED ACID; HETERO-DIELS-ALDER; LEWIS-ACID; ACTIVATION;

D O I：

10.1021/ol100233t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first Bronsted acid catalyzed asymmetric Mukaiyama aldol reaction of aldehydes using silyl enol ethers of ketones as nucleophiles has been reported. A variety of aldehydes and silyl enol ethers of ketones afforded the aldol products in excellent yields and good to excellent enantioselectivities. Mechanistic studies revealed that the actual catalyst may be changed from the silylated Bronsted acid to the Bronsted acid itself depending on the reaction temperature.

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页码：2476 / 2479

页数：4

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