79495-36-6Relevant academic research and scientific papers
2-Oxocephems and 2-acetylpenems - Selective Formation in an Intramolecular Wittig Reaction
Ernest, Ivan,Main, Alan J.,Woodward, Robert B.
, p. 1303 - 1311 (1981)
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.
