Iridium-Catalyzed Enantioselective Hydroalkynylation of Enamides for the Synthesis of Homopropargyl Amides

被引：90

作者：

Bai, Xiao-Yan ^{[1
]}

Wang, Zi-Xuan ^{[1
]}

Li, Bi-Jie ^{[1
]}

机构：

[1] Tsinghua Univ, Ctr Basic Mol Sci, Dept Chem, Beijing 100084, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 31期

基金：

中国国家自然科学基金;

关键词：

alkynes; asymmetric catalysis; iridium; ligand design; synthetic methods; ASYMMETRIC CONJUGATE ALKYNYLATION; C-H BONDS; TERMINAL ALKYNES; CARBONYL-COMPOUNDS; STEREOSELECTIVE-SYNTHESIS; PROPARGYLATION; SILYLACETYLENES; 1,3-DIENES; EFFICIENT; CONSTRUCTION;

D O I：

10.1002/anie.201601792

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reported is an iridium-catalyzed asymmetric hydroalkynylation of enamides with terminal alkynes. The reaction occurs regioselectively at the beta-position of an enamide to produce homopropargyl amides. Good to high enantioselectivity was observed with an iridium complex ligated by a chiral bis(phosphine) ligand. This method provides a straightforward route to synthesize chiral homopropargyl amides with a stereocenter beta to the amide.

引用

页码：9007 / 9011

页数：5

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