Highly Enantioselective Benzoin Condensation Reactions Involving a Bifunctional Protic Pentafluorophenyl-Substituted Triazolium Precatalyst

被引：130

作者：

Baragwanath, Louise ^{[1
]}

Rose, Christopher A. ^{[2
]}

Zeitler, Kirsten ^{[2
]}

Connon, Stephen J. ^{[1
]}

机构：

[1] Univ Dublin Trinity Coll, Sch Chem, Ctr Synth & Chem Biol, Dublin 2, Ireland

[2] Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 23期

基金：

爱尔兰科学基金会;

关键词：

N-HETEROCYCLIC CARBENES; ASYMMETRIC INDUCTION; CHIRAL THIAZOLIUM; SALTS; CATALYSIS; KETENES;

D O I：

10.1021/jo902018j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Improved catalyst design by incorporating a hydrogen bond donating substituent to improve enantiocontrol together with an acidifying pentafluorophenyl substituent to enhance catalyst efficiency results in a triazolium ion precatalyst that promotes the asymmetric archetypal benzoin condensation with excellent efficiency and unprecedented enantioselectivity.

引用

页码：9214 / 9217

页数：4

共 37 条

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