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

页码：2161 / 2164

页数：4

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