(Z)-dimethyl α-(bromomethyl)fumarate, an efficient intermediate for the selective synthesis of dimethyl 3-alkyl itaconates and 2-alkyl 3-carbomethoxy-γ-lactams

被引:25
作者
Beltaïef, I
Besbes, R
Ben Amor, F
Amri, H
Villiéras, M
Villiéras, J
机构
[1] Fac Sci Tunis, Chim Organ & Organomet Lab, Tunis 1060, Tunisia
[2] Fac Sci Tunis, Cristallochim Lab, Tunis 1060, Tunisia
[3] Fac Sci & Tech, CNRS, UMR 6513, Synth Organ Lab, F-44322 Nantes, France
关键词
D O I
10.1016/S0040-4020(99)00118-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(Z)-Dimethyl alpha-(bromomethyl)fumarate 2 proved to be an efficient precursor of 3-substituted itaconic acid esters 3 via its reaction with magnesium dialkylcuprates. Some hindered esters 3 can be used for the diastereoselective synthesis of alpha-alkylated-beta-methoxycarbonyl-gamma-lactams 6. (C) 1999 Elsevier Science Ltd. All rights reserved.
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页码:3949 / 3958
页数:10
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