Enantioselective synthesis: of chiral γ-aryl α-keto ester by copper-catalyzed 1,4-conjugate addition using D2-symmetric biphenyl phosphoramidite ligand

被引:24
作者
Yang, Bo [1 ]
Xie, Fang [1 ]
Yu, Han [1 ]
Shen, Kaiji [1 ]
Ma, Zhenni [1 ]
Zhang, Wanbin [1 ]
机构
[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China
关键词
Phosphoramidite ligand; Asymmetric catalysis; Copper; Conjugate addition; gamma-Aryl-beta; gamma-unsaturated alpha-keto ester; ASYMMETRIC CONJUGATE ADDITION; CORONARY-ARTERY-DISEASE; REVERSAL; DIETHYLZINC; INHIBITION;
D O I
10.1016/j.tet.2011.06.059
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cu-catalyzed enantioselective 1,4-conjugate addition of beta,gamma-unsaturated a-keto ester compound was carried out to afford chiral gamma-substituted gamma-aryl alpha-keto ester, which could be conveniently converted to the potential skeleton of new Pril drugs. Up to 81% ee and 99% yield were afforded for the 1,4-conjugate addition using D-2-symmetric biphenyl phosphoramidite ligand. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6197 / 6201
页数:5
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