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Communication | Regular issue | Vol 32, No. 9, 1991, pp.1671-1679
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5692
Zinc Mediated Reduction of Bromohydrins in Azetidinones and Penems. Application to the Synthesis of FCE 22891

M. Altamura, Angelo Bedeschi,* M. Marchi, G. Visentin, and F. Francalanci

*Farmitalia Carlo Erba R&D, Via dei Gracchi 35, 20146 Milano, Italy

Abstract

A route to penems is described in which dehalogenative reduction of bromohydrins is carried out after ring opening of the penam nucleus. Reduction on some newly synthesized bromopenems suffered from low yields. Better yields and acceptable stereoselectivity were obtained on free-hydroxyethyl azetidinone substrates. Some parameters of the reduction are discussed.