(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

来源：

TETRAHEDRON | 1999年 / 55卷 / 13期

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.

引用

页码：3949 / 3958

页数：10

共 24 条

[1]

Alami N E, 1993, SYNTHESIS-STUTTGART, P1213

[2] 5-ENDO-TRIGONAL REACTIONS - DISFAVORED RING-CLOSURE [J].