1,3‐Dipolar cycloaddition reactions of vinylcephalosporins with diazoalkanes
- 1 July 1990
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 27 (5) , 1281-1285
- https://doi.org/10.1002/jhet.5570270521
Abstract
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.Keywords
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