Self-assembly of organocatalysts: Fine-tuning organocatalytic reactions

被引：156

作者：

Clarke, Matthew L. ^{[1
]}

Fuentes, Jose A. ^{[1
]}

机构：

[1] Univ St Andrews, Sch Chem, EaSTCHEM, St Andrews KY16 9ST, Fife, Scotland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 06期

关键词：

asymmetric organocatalysis; homogeneous catalysis; Michael addition; self-assembly; supramolecular chemistry;

D O I：

10.1002/anie.200602912

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A cat. with two tales: Hydrogen-bonding interactions between achiral pyridinone additives and unselective chiral proline-derived organocatalysts (see picture) result in highly effective catalysts for the Michael addition of nitroalkenes to ketones. In the absence of an additive the reaction is unselective and the product is obtained in about 15 % ee, while the same product is obtained with up to 94 % ee in the presence of an additive. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：930 / 933

页数：4

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