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- Title
2-Oxocephems and 2-Acetylpenems - Selective Formation in an Intramolecular Wittig Reaction.
- Authors
Ernest, Ivan; Main, Alan J.; Woodward, Robert B.
- Abstract
Selective formation - in intramolecular Wittig condensations - of the 2-oxocephem-4-carboxylate 8a and of the 2-acetylpenem-3-carboxylate 9, respectively, was observed as a consequence of different carbonyl reactivities in two homologous α-oxoacylthio groupings. Free, racemic and 7-unsubstituted 2-oxocephem-4-carboxylic acid ( 10) was prepared from 8a for biological testing. Attempts to prepare the free 2-acetylpenem-3-carboxylic acid from 9 failed, probably due to the high lability of the β-lactam system.
- Publication
Helvetica Chimica Acta, 1981, Vol 64, Issue 5, p1303
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19810640507