1,3-DIPOLAR CYCLOADDITION REACTIONS OF VINYLCEPHALOSPORINS WITH DIAZOALKANES

被引:10
作者
PITLIK, J [1 ]
GUNDA, TE [1 ]
MISKOLCZI, I [1 ]
机构
[1] BIOGAL PHARMACEUT WORKS,DEBRECEN,HUNGARY
关键词
D O I
10.1002/jhet.5570270521
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The vinylcephalosporin (1) undergoes a regio‐ and stereoselective 1,3‐dipolar cycloaddition with diazomethane to give novel cephalosporins, a 3‐pyrazolinocephem (4) and a double adduct (5). The vinylcephalosporin sulphoxide (2) gives only the pyrazolinocephem (7). In the reaction with diphenyldiazomethane upon heating the initially formed pyrazolines decompose and cyclopropylcephalosporin (9) formation takes place. The determination of the structures and stereochemistry of these compounds is also described. Copyright © 1990 Journal of Heterocyclic Chemistry
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收藏
页码:1281 / 1285
页数:5
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