UNEXPECTED [3+2] CYCLOADDITION BETWEEN ETHYL ALPHA-(N,N-DIMETHYLAMINO)PENTADIENOATE AND ACRYLONITRILE

被引:8
作者
BOURHIS, M [1 ]
VERCAUTEREN, J [1 ]
机构
[1] UNIV BORDEAUX 2,FAC PHARM,GESNIT,PHARMACOGNOSIE LAB,3 TER,PL VICTOIRE,F-33076 BORDEAUX,FRANCE
关键词
D O I
10.1016/S0040-4039(00)73027-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of ethyl 2-(N,N-dimethylamino)penta-2,4-dienoate 4 with acrylonitrile 2-gave the methyl N-methyl-2-(2-propenyl)-3-cyano-pyrrolidine-2-carboxylate 5a and 5b as a [3 + 2]-atoms ''cycloadducts''. The putative [1,3] dipolar intermediate species azomethine ylide 4c, results from [1,6] hydrogen shift of one N(CH3) proton.
引用
收藏
页码:1981 / 1984
页数:4
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