An enantioselective synthesis of 3-aryl-4-phosphonobutyric acid esters via Cu-catalyzed asymmetric conjugate reduction

被引：8
|
作者：
Guo, Wei-Lei [1 ,2 ]
Hou, Chuan-Jin [1 ]
Duan, Zheng-Chao [2 ]
Hu, Xiang-Ping [2 ]
机构：
[1] Dalian Polytech Univ, Sch Light Ind & Chem Engn, Dalian 116034, Peoples R China
[2] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
来源：
TETRAHEDRON-ASYMMETRY | 2011年 / 22卷 / 24期
关键词：
DYNAMIC KINETIC-RESOLUTION; BOPHOZ-TYPE LIGAND; ALPHA; BETA-UNSATURATED ESTERS; DIASTEREOSELECTIVE SYNTHESIS; HYDROGENATION; PHOSPHONATES; DERIVATIVES; INHIBITORS; HYDROXYPHOSPHONATES; HYDROSILYLATIONS;
D O I：
10.1016/j.tetasy.2011.12.009
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The asymmetric conjugate reduction of 3-aryl-4-phosphonobutenoates has been demonstrated which provides an enantioselective synthesis of optically active 3-aryl-4-phosphonobutyric acid esters. A wide range of 3-aryl-4-phosphonobutenoate derivates are reduced with high enantioselectivities (up to 94% ee) using an (S)-Segphos/Cu(OAc)(2)center dot H2O catalyst system (1 or 5 mol %) in the presence of PMHS and t-BuOH. The reduction is influenced by the steric and electronic effects of the substrates. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2161 / 2164
页数：4
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