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

被引：104
|
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
收藏
页码：3072 / 3074
页数：3
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