Axially chiral biaryl diols catalyze highly enantioselective hetero-Diels-Alder reactions through hydrogen bonding

被引：220

作者：

Unni, AK ^{[1
]}

Takenaka, N ^{[1
]}

Yamamoto, H ^{[1
]}

Rawal, VH ^{[1
]}

机构：

[1] Univ Chicago, Dept Chem, Chicago, IL 60637 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 05期

关键词：

D O I：

10.1021/ja044076x

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Axially chiral 1,1′-biaryl-2,2′-dimethanol (3, BAMOL) family of diols are highly effective catalysts for enantioselective hetero-Diels-Alder reactions between aminosiloxydiene 1 and a wide variety of unactivated aldehydes. The reactions proceed in useful yields and excellent enantioselectivities. The diols function in the same capacity as Lewis acids, by activating the aldehyde carbonyl group through hydrogen bonding. Copyright © 2005 American Chemical Society.

引用

页码：1336 / 1337

页数：2

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