Abstract

AbstractA facile selective method has been developed for the synthesis of new fluorine‐containing cispentacin stereoisomers. Mono‐ and difluorinated cispentacin derivatives were synthetized from a bicyclic β‐lactam in five or six steps involving a regio‐ and stereoselective hydroxylation through iodooxazoline formation, followed by deoxygenation by fluorination. Starting from an enantiomerically pure bicyclic β‐lactam obtained by enzymatic resolution of the racemic compound, an enantiodivergent procedure allowed the preparation of both dextro‐ and levorotatory difluorinated cispentacins.

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