Electrohydrodimerization of trans-cinnamaldehyde

被引:9
作者
Barba, F
delaFuente, JL
Galakhov, M
机构
[1] Department of Organic Chemistry, Univ. of Alcalá de Henares, Madrid, Alcalá de Henares
关键词
D O I
10.1016/S0040-4020(97)00242-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The electrochemical reduction of trans-cinnamaldehyde in protic medium (MeOH-NaClO4) on a mercury cathode gives four cyclic hydrodimeric products in 80% yield, through a ''head to tail'' coupling pathway. The different anomers were identified as (+/-)-c-4-phenyl-t-5-[(E)-styryl]tetrahydrofuran-r-2-ol, (+/-)-t-4-phenyl-t-5-[(E)-styryl]tetrahydrofuran-r-2-ol, (+/-)-c-4-phenyl-t-5-[(E)-styryl]tetrahydrofuran-r-2-ol and (+/-)-c-4-phenyl-c-5-[(E)-styryl]tetrahydrofuran-r-2-ol in a ratio of 38:32:27:3 respectively. Ethyl glycoside derivatives and lactones have been obtained from the electrosynthesized products. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:5831 / 5838
页数:8
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