Arylamine-Catalyzed Enamine Formation: Cooperative Catalysis with Arylamines and Acids

被引：79

作者：

Deng, Yongming ^{[1
]}

Liu, Lu ^{[1
]}

Sarkisian, Ryan G. ^{[1
]}

Wheeler, Kraig ^{[3
]}

Wang, Hong ^{[1
]}

Xu, Zhenghu ^{[2
]}

机构：

[1] Miami Univ, Dept Chem & Biochem, Oxford, OH 45056 USA

[2] Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China

[3] Eastern Illinois Univ, Dept Chem, Charleston, IL 61920 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 13期

基金：

美国国家科学基金会;

关键词：

aza-DielsAlder reactions; cooperative catalysis; enamines; Lewis acids; multicomponent reactions; DIELS-ALDER REACTION; CHIRAL COUNTERION STRATEGY; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC CATALYSIS; ALLYLIC ALKYLATION; TRANSITION-METAL; ORGANOCATALYSIS; ALDEHYDES; CARBOCYCLIZATION; COMBINATION;

D O I：

10.1002/anie.201209268

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Powerful combination: Arylamines and metal Lewis acids are used as catalysts in the highly chemo- and enantioselective three-component inverse-electron-demand aza-Diels-Alder reaction of cyclic ketones with enones. The enantioselectivity is introduced by a simple chiral anion (see scheme). Arylamines can also serve as effective enamine catalysts in combination with either a metal Lewis acid or a Brønsted acid. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：3663 / 3667

页数：5

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