Chiral Nanoparticles/Lewis Acids as Cooperative Catalysts for Asymmetric 1,4-Addition of Arylboronic Acids to α,β-Unsaturated Amides

被引：45

作者：

Yasukawa, Tomohiro ^{[1
]}

Saito, Yuuki ^{[1
]}

Miyamura, Hiroyuki ^{[1
]}

Kobayashi, Shu ^{[1
]}

机构：

[1] Univ Tokyo, Dept Chem, Sch Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2016年 / 55卷 / 28期

基金：

日本科学技术振兴机构; 日本学术振兴会;

关键词：

cooperative effects; heterogeneous catalysis; Lewis acid; nanoparticles; Rh catalysis; C BOND FORMATION; PALLADIUM NANOPARTICLES; AEROBIC OXIDATION; ORGANIC-SYNTHESIS; LEWIS-ACIDS; RHODIUM; COMPLEX; 4-ARYL-2-PIPERIDINONES; HYDROLYSIS; ARYLATION;

D O I：

10.1002/anie.201601559

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cooperative catalysts consisting of chiral Rh/Ag nanoparticles and Sc(OTf)(3) have been developed that catalyze asymmetric 1,4-addition reactions of arylboronic acids with alpha,beta-unsaturated amides efficiently. The reaction has been considered one of the most challenging reactions because of the low reactivity of the amide substrates. The new catalysts provide the desired products with outstanding enantioselectivities (>98% ee) in the presence of low loadings (< 0.5 mol%) of the catalyst.

引用

页码：8058 / 8061

页数：4

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