W. Cabri et al., SYNTHESIS AND BETA-LACTAMASE INHIBITORY ACTIVITY OF 6-HYDROXYETHYL THIACLAVULANIC ACID, Bioorganic & medicinal chemistry letters, 3(11), 1993, pp. 2255-2258
6-Hydroxyethyl thiaclavulanic acid, possessing the ''natural'' configu
ration both at C3 and at the double bond, was synthesized in only two
steps from the penem nucleus via a palladium catalysed vinyl epoxide r
eductive rearrangement. The beta-lactamase inhibitory activity is repo
rted.