Abstract
A straigtforward and smooth conversion of penicillins into 1,2-secopenicillanates is described. The thiazolidine ring opening is brought about by the co-operative effect of strong non-nucleophilic bases and thiophilic heavy metal salts. The nature of the latter and the polarity of the solvent profoundly affect the reaction rate.Best general conditions can be drawn for the conversion of numerous 6-substituted penicillanates with various protecting groups on the carboxy function.
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