A highly stereospecific synthesis of (E)-α,β-unsaturated esters

被引:18
作者
Barma, DK
Kundu, A
Bandyopadhyay, A
Kundu, A
Sangras, B
Briot, A
Mioskowski, C
Falck, JR
机构
[1] Univ Texas, SW Med Ctr, Dept Biochem, Dallas, TX 75390 USA
[2] Univ Texas, SW Med Ctr, Dept Pharmacol, Dallas, TX 75390 USA
[3] Univ Louis Pasteur Strasbourg 1, Fac Pharm, Lab Synth Bioorgan, UMR 7514, F-67401 Illkirch Graffenstaden, France
基金
美国国家卫生研究院;
关键词
chromium; olefination; stereoselective; condensations; halo esters;
D O I
10.1016/j.tetlet.2004.05.113
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
CrCl2-induced olefination of aldehydes using methyl dichloroacetate exclusively generates (E)-alpha,beta-unsaturated esters in excellent yields. The intermediate alpha-chloro-beta-hydroxy adducts could also be isolated in good yields under conditions of limited reagent. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5917 / 5920
页数:4
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