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Communication | Regular issue | Vol 19, No. 8, 1982, pp.1435-1438
Published online, 1st January, 1970
DOI: 10.3987/R-1982-08-1435
Novel Stereoselective Synthesis of β-Lactams via Episulfonium Ion Intermediate

Masataka Ihara, Keiichiro Fukumoto, and Tetsuji Kametani

*Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan


A number of monocyclic β-lactams were synthesised by addition of benzenesulfenyl chloride to α,β-unsaturated olefins followed by base treatment in the presence of a phase transfer catalyst. The cyclization proceeds in a stereoselective manner mostprobably via an episulfonium ion intermediate.