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Paper | Regular issue | Vol 24, No. 9, 1986, pp.2539-2543
Published online, 1st January, 1970
DOI: 10.3987/R-1986-09-2539
A New Synthesis of Optically Active 2-Methoxycarbonyl-4-azetidinone from L-Azetidine-2-carboxylic Acid: Utility of Ruthenium Tetroxide Oxidation

Ken-ichi Tanaka,* Shigeyuki Yoshifuji, and Yoshihiro Nitta

*School of Pharmacy, Hokuriku University, 3-Ho, Kanagawa machi, Kanazawa 920-1181, Japan


A first transformation of L-azetidine-2-carboxylic acid (1) into optically active monocyclic N-unsubstituted β-lactam, (2S)-2-methoxycarbonyl-4-azetidinone (6), has been developed via ruthenium tetroxide (RuO4) oxidation process.