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Paper | Regular issue | Vol 26, No. 9, 1987, pp.2393-2409
Published online, 1st January, 1970
DOI: 10.3987/R-1987-09-2393
Intermolecural Rhodium Carbenoid Insertions into the N-H Bond and β-Lactams. Synthesis of O-2-Isocephems

Micahel Hrytsak and Tony Durst

*Ottawa-Carleton Chemistry Institute, Department of Chemistry, University of Ottawa, Ottawa, Ontario, K1N 6N5, Canada


A new, convergent synthesis of 0-2-isocephems is reported. Rhodium carbenoid insertion of α-diazo-β-ketoesters into the N-H bond of a preformed β-lactam, followed by cyclization of the resulting enol-alcohols by Mitsunobu reaction gives the title compounds.