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Communication | Regular issue | Vol 23, No. 8, 1985, pp.1889-1892
Published online, 1st January, 1970
DOI: 10.3987/R-1985-08-1889
Synthetic Studies on Carbapenem Antibiotics from Penicillins. V. A Stereospecific Preparation of 4-Allylazetidinones

Matsuhiko Aratani, Hideo Hirai, Kozo Sawada, and Masashi Hashimoto*

*Fujisawa Pharmaceutical Co. Ltd., 2-1-6 Kashima, Yodogawa-ku, Osaka 532, Japan

Abstract

A stereospecific preparation of chiral 4-allylazetidinones 3, key intermediates for the synthesis of the carbapenem antibiotics, has been achieved in good yields by reaction of 4-acetoxyazetidinones 2 with allylsilanes in the apresence of TMSOTf.