Enantioselective organocatalysis

被引：529

作者：

Gaunt, Matthew J. ^{[1
]}

Johansson, Carin C. C. ^{[1
]}

McNally, Andy ^{[1
]}

Vo, Ngoc T. ^{[1
]}

机构：

[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

来源：

DRUG DISCOVERY TODAY | 2007年 / 12卷 / 1-2期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/j.drudis.2006.11.004

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

Enantioselective organocatalysis has emerged as a powerful synthetic paradigm that is complementary to metal-catalysed transformations and has accelerated the development of new methods to make diverse chiral molecules. The operational simplicity, ready availability of catalysts and low toxicity associated with organocatalysis makes it an attractive method to synthesise complex structures. Here, we discuss the impact of enamine, iminium, nucleophilic and Bronsted acid catalysts in organic synthesis, and highlight key strategic methods to assemble useful molecules with high enantiomeric purity.

引用

页码：8 / 27

页数：20

共 116 条

[51] Highly enantioselective conjugate addition of malonate and β-ketoester to nitroalkenes:: Asymmetric C-C bond formation with new bifunctional organic catalysts based on cinchona alkaloids [J].

Li, HM ;

Wang, Y ;

Tang, L ;

Deng, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (32) :9906-9907

[52] Organocatalysis: A complementary catalysis strategy advances organic synthesis [J].

List, B .

ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (9-10) :1021-1021

[53] Proline-catalyzed direct asymmetric aldol reactions [J].

List, B ;

Lerner, RA ;

Barbas, CF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (10) :2395-2396

[54] Efficient proline-catalyzed Michael additions of unmodified ketones to nitro olefins [J].

List, B ;

Pojarliev, P ;

Martin, HJ .

ORGANIC LETTERS, 2001, 3 (16) :2423-2425

[55] Direct catalytic asymmetric α-amination of aldehydes [J].

List, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (20) :5656-5657

[56] The direct catalytic asymmetric three-component Mannich reaction [J].

List, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (38) :9336-9337

[57]

LIST B, 2005, CHEM COMMUN, P719

[58] Asymmetric phase-transfer catalysis utilizing chiral quaternary ammonium salts: Asymmetric alkylation of glycine imines [J].

Lygo, B ;

Andrews, BI .

ACCOUNTS OF CHEMICAL RESEARCH, 2004, 37 (08) :518-525

[59] The importance of iminium geometry control in enamine catalysis: Identification of a new catalyst architecture for aldehyde-aldehyde couplings [J].

Mangion, IK ;

Northrup, AB ;

MacMillan, DWC .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (48) :6722-6724

[60] Enantioselective formation of stereogenic carbon-fluorine centers by a simple catalytic method [J].

Marigo, M ;

Fielenbach, DI ;

Braunton, A ;

Kjoersgaard, A ;

Jorgensen, KA .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (24) :3703-3706

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