Phosphonium Salts as Chiral Phase-Transfer Catalysts: Asymmetric Michael and Mannich Reactions of 3-Aryloxindoles

被引：233

作者：

He, Rongjun ^{[1
]}

Ding, Changhua ^{[1
]}

Maruoka, Keiji ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 25期

关键词：

asymmetric catalysis; heterocycles; Mannich reaction; Michael addition; phosphonium salts; ALPHA-AMINO-ACIDS; HYDROGEN-BONDING SITE; BETA-KETO-ESTERS; ENANTIOSELECTIVE SYNTHESIS; QUATERNARY CARBON; TERTIARY STEREOCENTERS; ADJACENT QUATERNARY; TRANSFER ALKYLATION; CONJUGATE ADDITION; ALLYLIC ALKYLATION;

D O I：

10.1002/anie.200901277

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It's a PTC: A highly efficient reaction of 3-aryloxindoles in an asymmetric Michael addition was achieved by using a quaternary tetraalkylphosphonium salt as a chiral phasetransfer catalyst (PTC). The products were obtained in quantitative yields high ee values. The reaction of 3- aryloxindoles in an asymmetric Mannich reaction using the same catalyst also proved to be feasible. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4559 / 4561

页数：3

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