Tetrahedron letters

Synthesis of 4-carboxy-2-thiabicyclo [3.2. 0] heptan-6-ones via 3-carboxy-2, 3-dihydrothiophenes: Potential β-lactamase inhibitors

G Lange, ME Savard, T Viswanatha, GI Dmitrienko

Index: Lange, Gerald; Savard, Marc E.; Viswanatha, Thammaiah; Dmitrienko, Gary I. Tetrahedron Letters, 1985 , vol. 26, # 15 p. 1791 - 1794

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Citation Number: 18

Abstract

Abstract 3-Carboalkoxy-2, 3-dihydrothiophenes, available by Birch reduction of thiophene-3- carboxylic acid or more efficiently by deconjugation of 2, 5-dihydrothiophene-3-carboxylic acid by reaction with ethyl chloroformate and triethylamine, undergo cycloaddition reactions with dichloroketene leading to 4-carboxy-7, 7-dichloro-2-thiabicyclo [3.2. 0] heptan-6-ones which are of interest as potential β-lactamase inhibitors.

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