Enantioselective 1,3-dipolar cycloaddition of nitrones with ethyl vinyl ether: The difference between bronsted and Lewis acid catalysis

被引：166

作者：

Jiao, Peng ^{[1
]}

Nakashima, Daisuke ^{[1
]}

Yamamoto, Hisashi ^{[1
]}

机构：

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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 13期

关键词：

asymmetric catalysis; cycloaddition; organocatalysis; phosphoramides;

D O I：

10.1002/anie.200705314

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Brønsted and Lewis face off: A new chiral N-triflyl phosphoramide is used for asymmetric 1,3-dipolar cycloaddition of diaryl nitrones to ethyl vinyl ether to give the endo products in up to 93% ee (see scheme; Tf = trifluoromethanesulfonyl; Ad = adamantyl). The structure of the chiral phosphoramide was confirmed by X-ray crystallographic analysis. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：2411 / 2413

页数：3

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