Chiral Arylaminophosphonium Barfates as a New Class of Charged Bronsted Acid for the Enantioselective Activation of Nonionic Lewis Bases

被引：98

作者：

Uraguchi, Daisuke ^{[1
]}

Nakashima, Daisuke ^{[1
]}

Ooi, Takashi ^{[1
]}

机构：

[1] Nagoya Univ, Dept Appl Chem, Grad Sch Engn, Nagoya, Aichi 4648603, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 21期

关键词：

DIELS-ALDER REACTION; PROTON CATALYSIS; 1,3-DICARBONYL COMPOUNDS; MICHAEL ADDITION; GUANIDINE; AZA; NITROALKENES; THIOUREAS; LIGANDS; INDOLES;

D O I：

10.1021/ja903271t

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Heterochiral [7.7]-P-spirocyclic arylaminophosphonium barfates have been designed as a novel charged, cationic Bronsted acid catalyst, and their catalytic and stereocontrolting abilities have been clearly demonstrated in the development of the unprecedented, highly enantioselective conjugate addition of arylamines to nitroolefins. This study uncovers a new function of chiral tetraaminophosphonium cations and its potential synthetic utility, thereby providing a new avenue to the molecular design of chiral charged Bronsted acid catalysts and their applications.

引用

页码：7242 / +

页数：3

共 41 条

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