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Communication | Regular issue | Vol 31, No. 5, 1990, pp.791-795
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5344
Novel 2-Methyl-1-oxacephalosporins 1. Synthesis of 2-Methyl-3-nor-1-oxacephem Nucleus

Tsuneo Okonogi,* Seiji Shibahara, Yasushi Murai, Sigeharu Inouye, Shinichi Kondo, and Burton G. Christensen

*Pharmaceutical Research Center, Meiji Seika Kaisha Ltd., 760 Morooka-cho, Kohoku-ku, Yokohama 222-8567, Japan


The 2α- and 2β-methyl-1-oxacephems were synthesized stereoselectively starting from (3R,4S)-oxazolinoazetidinone by reaction with chiral alcohols followed by intramolecular carbene insertion of α-diazo-β-keto intermediates.