Enantioselective Friedel-Crafts Reactions in Water Using a DNA-Based Catalyst

被引：186

作者：

Boersma, Arnold J. ^{[1
]}

Feringa, Ben L. ^{[1
]}

Roelfes, Gerard ^{[1
]}

机构：

[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 18期

关键词：

aromatic substitution; asymmetric catalysis; copper; DNA; water chemistry; BIS(OXAZOLINYL)PYRIDINE-SCANDIUM(III) TRIFLATE COMPLEXES; ALPHA; BETA-UNSATURATED 2-ACYL IMIDAZOLES; CARBON BOND FORMATION; ARTIFICIAL METALLOENZYMES; HETEROAROMATIC-COMPOUNDS; ASYMMETRIC CATALYSIS; ALDOL REACTION; ALKYLATION; INDOLES; RNA;

D O I：

10.1002/anie.200900371

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Taking the plunge: The first example of a Lewis acid catalyzed asymmetric Friedel-Crafts alkylation with olefins in water is described. By using loadings of a DNA-based copper catalyst as low as 0.15 mol %, good yields and excellent enantioselectivities were obtained in the reaction of α,β-unsaturated 2-acyl imidazoles with heteroaromatic π nucleophiles. dmbpy=4,4′- dimethyl-2,2′-bipyridine. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3346 / 3348

页数：3

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