Organocatalytic Michael cycloisomerization of bis(enones): The intramolecular Rauhut-Currier reaction

被引：234

作者：

Wang, LC ^{[1
]}

Luis, AL ^{[1
]}

Agaplou, K ^{[1
]}

Jang, HY ^{[1
]}

Krische, MJ ^{[1
]}

机构：

[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 11期

关键词：

D O I：

10.1021/ja0121686

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The utilization of enones as latent enolates enables regioselective enolate formation from chemically robust presursors. In this communication, we report a catalytic Michael cycloisomerization of bis(enones) under Morita-Baylis-Hillman conditions. Upon exposure to 10 mol % tributylphosphine, bis(enone) substrates afford both five- and six-membered ring products. Notably, unsymmetrical bis(enones) possessing sufficient steric or electronic bias yield single isomeric products. Copyright © 2002 American Chemical Society.

引用

页码：2402 / 2403

页数：2

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