A convenient synthesis of 2-exo-methylenepenams 1 is performed by reductive cyclization of allenecarboxylates 8 in a BiCl3/Zn bimetal redox system; subsequent manipulation of the 2-exo-methylene moiety of 1 opens new entries to β-lactam antibiotics and/or β-lactamase inhibitors.
H. Tanaka, Y. Kameyama, T. Yamauchi and S. Torii, J. Chem. Soc., Chem. Commun., 1992, 1793 DOI: 10.1039/C39920001793
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