Facile one-pot synthesis of cinchona alkaloid-based P,N ligands and their application to Pd-catalyzed asymmetric allylic alkylation

被引：16
|
作者：
Wang, Qiao-Feng [1 ]
He, Wei [1 ]
Liu, Xue-Ying [1 ]
Chen, Hui [1 ]
Qin, Xiang-Yang [1 ]
Zhang, Sheng-Yong [1 ]
机构：
[1] Fourth Mil Med Univ, Dept Chem, Xian 710032, Shaanxi, Peoples R China
来源：
TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 21期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1016/j.tetasy.2008.10.030
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A novel class of bidentate chiral RN donor ligands based on cinchona alkaloids is described. These ligands are easily synthesized in one-pot from commercially available enantiopure 1,2-dipheiiyl-1,2-ethanediol and cinchona alkaloids in two steps. Their application to the palladium(II)-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate gave the corresponding products in excellent yields and up to 94% ee. The effect of ligands, Substrates, nucleophiles, and temperature on the reaction was also investigated. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2447 / 2450
页数：4
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