Effective Chiral Ferrocenyl Phosphine-Thioether Ligands in Enantioselective Palladium-Catalyzed Allylic Alkylations

被引：39
|
作者：
Cheung, Hong Yee [1 ]
Yu, Wing-Yiu [1 ]
Au-Yeung, Terry T. L. [1 ]
Zhou, Zhongyuan [1 ]
Chan, Albert S. C. [1 ]
机构：
[1] Hong Kong Polytech Univ, Open Lab Chirotechnol, Inst Mol Technol Drug Discovery & Synth, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 09期
关键词：
allylic alkylation; asymmetric catalysis; enantioselectivity; ferrocenes; phosphine-thioether ligands; PAUSON-KHAND REACTION; ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION; MIXED PHOSPHORUS/SULFUR LIGANDS; DIELS-ALDER REACTIONS; N-SULFONYL IMINES; SUBSTITUTION-REACTIONS; AZOMETHINE YLIDES; P-PHOS; PHOSPHINOOXATHIANE LIGANDS; DIPYRIDYLPHOSPHINE LIGAND;
D O I：
10.1002/adsc.200900086
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Chiral ferrocene-derived phosphine-thioether mixed donor ligands supported by heterocycles effected the palladium-catalyzed enantioselective allylic alkylations with excellent yields and enantioselectivities (up to 96% ee). With cyclic and unsymmetrical allylic acetates as substrate, the corresponding alkylated products with enantioselectivities up to 87% ee were obtained. Based on X-ray crystallographic and NMR studies, the origin of the observed enantioselectivities is discussed.
引用
收藏
页码：1412 / 1422
页数：11
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