Enantioselective Enolate Protonations: Friedel-Crafts Reactions with α-Substituted Acrylates

被引：54

作者：

Sibi, Mukund P. ^{[1
]}

Coulomb, Julien ^{[1
]}

Stanley, Levi M. ^{[1
]}

机构：

[1] N Dakota State Univ, Dept Chem & Mol Biol, Fargo, ND 58105 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 51期

基金：

美国国家科学基金会;

关键词：

alkylation; asymmetric catalysis; chiral auxiliaries; enantioselectivity; nitrogen heterocycles;

D O I：

10.1002/anie.200804221

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Templates rule: A Zn(NTf2) 2/1 catalyzed tandem Friedel-Crafts alkylation/enantioselective protonation of pyrroles with isoxazolidinone-derived α-substituted a,b-unsaturated imides, provides high levels of rotamer control and enantioselectivity in the tandem sequence, and affords pyrrole derivatives in good-toexcellent yields (68-98%) and enantioselectivities (43-98% ee). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：9913 / 9915

页数：3

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