Nuclear analogs of β-lactam antibiotics. XX. Synthesis and X-ray structure determination of exocyclic penems: sulfur analogs of clavulanic acid

Abstract

Penems 5 were converted to exocyclic analogs 6 and 10. These served as substrates for conversion to the sulfone 11 and oxopenam 12. None of the products showed any activity as antibiotics or as β-lactamase inhibitors. A single cyrstal X-ray diffraction analysis of compound 6a verified the exocyclic penem structure.