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Report | Regular issue | Vol 12, No. 4, 1979, pp.523-527
Published online, 1st January, 1970
DOI: 10.3987/R-1979-04-0523
Synthetic Studies on β-Lactam Antibiotics II. Condensation of β-Lactams with Active Methylene Groups

Tetsuji Kametani,* Shoji Hirata, Hideo Nemoto, Masataka Ihara, and Keiichiro Fukumoto

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan


β-Lactams (3), (6), and (14) were not condensed with 2-methylthiazoline anion. 4-Acetoxy-2-azetidinone (5) reacted at the 4-position with diethyl bromomalonate, but in the case of diethyl malonate, N1-C4 cleavage occurred after C4-condensation, and the product (16) was obtained.