Enantioselective Ficini Reaction: Ruthenium/PNNP-Catalyzed [2+2] Cycloaddition of Ynamides with Cyclic Enones

被引：105

作者：

Schotes, Christoph ^{[1
]}

Mezzetti, Antonio ^{[1
]}

机构：

[1] ETH, Dept Chem & Angew Biowissensch, CH-8093 Zurich, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 13期

关键词：

alkynes; asymmetric catalysis; cycloaddition; Ficini reaction; ruthenium; ENOLIZED 1,3-DICARBONYL COMPOUNDS; ASYMMETRIC MICHAEL ADDITION; PNNP COMPLEXES; ORGANIC-SYNTHESIS; BETA-KETOESTERS; ATOM-TRANSFER; ALKYNES;

D O I：

10.1002/anie.201007753

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Chiral cyclobuteneamides made easy: Double chloride abstraction from the ruthenium/PNNP complex 1 in the presence of unsaturated β-keto esters 2 gives the dicationic adducts [Ru(2)(PNNP)] 2+ (3) that catalyze the [2+2] cycloaddition of a variety of ynamides 4 to produce cyclo-buteneamides 5 with high yield and enantioselectivity (see scheme). © 2011 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3072 / 3074

页数：3

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