A one-pot synthesis of (E)-α-bromo-α,β-unsaturated esters and their trifluoromethylation:: a general and stereoselective route to (E)-α-trifluoromethyl-α,β-unsaturated esters

被引：27
作者：
Qing, FL
Zhang, XG
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Lab Organofluorine Chem, Shanghai 200032, Peoples R China
[2] Donghua Univ, Coll Chem & Chem Engn, Shanghai 200051, Peoples R China
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 34期
关键词：
alpha-bromo-alpha; beta-unsaturated esters; trifluoromethylation;
D O I：
10.1016/S0040-4039(01)01153-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Bromination of a phosphonate anion derived in situ from ethyl bis (2,2 2 -trifluoroethyl)phosphonoacetate 3 followed by the addition of aldehydes produced (E)-alpha -bromo-alpha,beta -unsaturated esters 5 stereo selectively. The treatment of 5 with FSO2CF2CO2Me and CuI in DMF/HMPA provided (E)-alpha -trifluoromethyl-alpha,beta -unsaturated esters 6. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：5929 / 5931
页数：3
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