7α-Aminophenylacetamido-Δ3-cephalosporin esters cyclize to 3-dihydrothiazinyl-6-phenylpiperazine-2,5-diones by an intramolecular nucleophilic attack of the side-chain α-amino-function while under the same conditions the analogous 6α-aminophenylacetamidopenicillin ester does not cyclize, because of steric hindrance to intramolecular attack.
J. M. Indelicato, T. T. Norvilas and W. J. Wheeler, J. Chem. Soc., Chem. Commun., 1972, 1162 DOI: 10.1039/C39720001162
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