Volume 17, Issue 40
Natural Products
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ChemInform Abstract: From Penicillin to Penem and Carbapenem. Part 8. Introduction of an Allyl Group at the C-4 Position of the Azetidinone Molecule, and the Synthesis of Dethiathienamycin.

First published: October 7, 1986

Abstract

Some reactions, especially method A), are investigated for the introduction of an allyl group at C-4 of azetidinones, yielding the derivatives shown in the scheme.

ChemInform Abstract

Some reactions, especially method A), are investigated for the introduction of an allyl group at C-4 of azetidinones, yielding the derivatives shown in the scheme. The product (III) is chosen for the synthesis of the title compound (XV) via the intermediates (XIII) and (XIV). The antibacterial activity of (XV) is found to run to l about 50% of that of thienamycin.

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