Predicting the stereochemistry of diphenylphosphino benzoic acid (DPPBA)-based palladium-catalyzed asymmetric allylic alkylation reactions: A working model

被引：450

作者：

Trost, Barry M. ^{[1
]}

Machacek, Michelle R. ^{[1
]}

Aponick, Aaron ^{[1
]}

机构：

[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA

来源：

ACCOUNTS OF CHEMICAL RESEARCH | 2006年 / 39卷 / 10期

关键词：

D O I：

10.1021/ar040063c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Palladium-catalyzed asymmetric allylic alkylation has proven to be a powerful method for the preparation of a wide variety of chiral compounds and the rapid assembly of complex molecular architecture from simple starting materials. While many types of catalyst systems have been successfully employed with certain systems, diphenylphosphino benzoic acid (DPPBA) based ligands have found use over a broad range of substrate classes. This Account highlights the mechanistic aspects considered when designing reactions with DPPBA-based ligands and presents a working model for the a priori prediction of their stereochemical outcome.

引用

页码：747 / 760

页数：14

共 69 条

[41] Palladium catalyzed kinetic and dynamic kinetic asymmetric transformations of γ-acyloxybutenolides.: Enantioselective total synthesis of (+)-aflatoxin B1 and B2a [J].