Asymmetric Neutral Amination of Nitroolefins Catalyzed by Chiral Bifunctional Ammonium Salts in Water-Rich Biphasic Solvent

被引：63

作者：

Wang, Lijia ^{[1
,2
]}

Shirakawa, Seiji ^{[1
,2
]}

Maruoka, Keiji ^{[1
,2
]}

机构：

[1] Kyoto Univ, Lab Synthet Organ Chem, Sakyo Ku, Kyoto 6068502, Japan

[2] Kyoto Univ, Special Lab Organocatalyt Chem, Dept Chem, Grad Sch Sci,Sakyo Ku, Kyoto 6068502, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 23期

关键词：

amination; asymmetric synthesis; conjugate addition; organocatalysis; phase-transfer catalysis; PHASE-TRANSFER CATALYSIS; ELECTRON-DEFICIENT OLEFINS; AZA-MICHAEL ADDITION; ALPHA-AMINO-ACIDS; ENANTIOSELECTIVE SYNTHESIS; HENRY REACTION; ORGANOCATALYSIS; FUNCTIONALITIES; DERIVATIVES; ALKYLATION;

D O I：

10.1002/anie.201101307

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It′s just a phase: Environmentally benign title reaction was achieved under neutral phase-transfer conditions in the presence of 0.05 mol% of a chiral bifunctional ammonium bromide. The importance of bifunctional design of the chiral phase-transfer catalysts (PTC) was clearly shown in the transition-state model of the reaction based on the single-crystal X-ray structure. Bn=benzyl, Boc=tert-butoxycarbonyl. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：5327 / 5330

页数：4

共 24 条

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