Synthesis of 7-oxo-3-sulphinyl-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylates: olivanic acid analogues

Abstract
Base-catalysed addition of thiols to 7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylates produces adducts of the saturated nucleus, which can be stereospecifically oxidised to α-chlorosulphoxides and then dehydrochlorinated to form antibacterially active sulphoxides of the corresponding unsaturated system.

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