European Journal of Organic Chemistry · 2010 · 11 citations · 21 references
PharmacyChemistryMedicinal ChemistryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisMacrocycle SynthesisOrganic SynthesisRetrosynthetic AnalysisChemical Synthesis Of AnaloguesLactam MacrocyclesLactam SynthesisRadical CyclizationRing-forming Reactionsβ-Lactam Antibiotics
Abstract A series of benzo‐fused tricyclic β‐lactams, most of them phosphonobenzocarbacephems, were prepared in a straightforward way starting from phosphonoazadienes. In this paper, the synthetic route including a Staudinger reaction towards the β‐lactams, followed by radical ring closing with tributyltin hydride and AIBN, which resulted in the envisaged tricyclic compounds, is reported.
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