Proline-catalyzed asymmetric α-amination of aldehydes and ketones -: An astonishingly simple access to optically active α-hydrazino carbonyl compounds

被引：296

作者：

Duthaler, RO ^{[1
]}

机构：

[1] Novartis Inst Biomed Res, CH-4002 Basel, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 09期

关键词：

amination; azodicarboxylates; catalysis; enantioselectivity; proline;

D O I：

10.1002/anie.200390283

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Simple, direct, and highly enantioselective α-amination of carbonyl compounds 1 with azodicarboxylates 2 no longer requires prior enolization of the substrate. The magic" small-organic-molecule catalyst for this reaction in dichloromethane at room temperature is once again L-proline (3)."

引用

页码：975 / 978

页数：4

共 39 条

[1]

Agami C., 1988, B SOC CHIM FR MAY, V3, P499

[2]

Alcaide B, 2002, EUR J ORG CHEM, V2002, P1595

[3] Transition states of amine-catalyzed aldol reactions involving enamine intermediates: Theoretical studies of mechanism, reactivity, and stereoselectivity [J].