Highly enantioselective organocatalytic hydroxyalkylation of indoles with ethyl trifluoropyruvate

被引：199

作者：

Török, B

Abid, M

London, G

Esquibel, J

Török, M

Mhadgut, SC

Yan, P

Prakash, GKS

机构：

[1] Michigan Technol Univ, Dept Chem, Houghton, MI 49931 USA

[2] Univ So Calif, Loker Hydrocarbon Res Inst, Los Angeles, CA 90089 USA

[3] Univ So Calif, Dept Chem, Los Angeles, CA 90089 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 20期

关键词：

alkylation; C-C coupling; cinchona alkaloids; enantioselectivity; nitrogen heterocycles;

D O I：

10.1002/anie.200462877

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Readily available cinchona alkaloids have been used as organocatalysts in the highly efficient stereoselective hydroxyalkylation of heteroaromatics such as indoles with 3,3,3- trifluoropyruvate (2, see scheme). High yields and ee values of both enantiomers of the products, depending on the catalyst used, indicate the usefulness of the developed methodology. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3086 / 3089

页数：4

共 38 条

[1]

[Anonymous], ASYMMETRIC FLUOROORG

[2] New catalytic approaches in the stereoselective Friedel-Crafts alkylation reaction [J].