(E)-5-tosyl-4-pentenamide: A vinyl sulfone for the one-pot general synthesis of indolizidine derivatives

被引:13
作者
Caturla, F [1 ]
Najera, C [1 ]
机构
[1] UNIV ALICANTE,FAC CIENCIAS,DEPT QUIM ORGAN,ALICANTE 03080,SPAIN
关键词
D O I
10.1016/S0040-4039(97)00736-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(E)-5-tosyl-4-pentenamide (3), easily prepared from 4-pentenoic acid by stereoselective iodosulfonylation-dehydroiodination and further amidation with oxalyl chloride and ammonia, reacts with sodium hydride at room temperature in DMF and then with 1,3-dielectrophiles such as 1,3-dihalides and alpha,beta-unsaturated esters to provide stereoselectively differently substituted indolizidines 6. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:3789 / 3792
页数:4
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