Umpolung of Michael acceptors catalyzed by N-heterocyclic carbenes

被引：239

作者：

Fischer, C ^{[1
]}

Smith, SW ^{[1
]}

Powell, DA ^{[1
]}

Fu, GC ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 05期

关键词：

D O I：

10.1021/ja058222q

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-Heterocyclic carbenes can catalyze β-alkylations of a range of α,β-unsaturated esters, amides, and nitriles that bear pendant leaving groups to form a variety of ring sizes. In this process, the nucleophilic catalyst transiently transforms the normally electrophilic β carbon into a nucleophilic site through an unanticipated addition-tautomerization sequence. Copyright © 2006 American Chemical Society.

引用

页码：1472 / 1473

页数：2

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