A highly enantioselective catalytic intramolecular Stetter reaction

被引：464

作者：

Kerr, MS ^{[1
]}

de Alaniz, JR ^{[1
]}

Rovis, T ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 35期

关键词：

D O I：

10.1021/ja027411v

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A family of chiral triazolium salts has been developed for inducing the asymmetric intramolecular Stetter reaction. The use of an aminoindanol-derived catalyst affords optimal results, with the product keto esters formed in 82-97% ee and very good chemical yield. Aromatic and aliphatic aldehydes are equally competent substrates for this reaction. The reaction conditions are reasonably mild and allow the isolation of the newly formed stereocenter without epimerization, although the presumed carbenic intermediates are strong bases. Copyright © 2002 American Chemical Society.

引用

页码：10298 / 10299

页数：2

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