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Synthesis of spirocyclic pyrrolidines: advanced building blocks for drug discovery

Chem. Eur. J. 2017, 23 (66), 16782-16786

DOI: 10.1002/chem.201702362

Chalyk B.; Butko M.; Yanshyna O.; Gavrilenko K.; Druzhenko T.; Mykhailiuk P.
In the context of drug discovery, novel spirocyclic pyrrolidines have been synthesized in two steps from common three- to seven-membered-ring (hetero)alicyclic ketones. The key transformation is a reaction between an electron-deficient exocyclic alkene and an in situ generated N-benzyl azomethine ylide. The developed method has been used to synthesize the central diamine core of the known antibacterial agents Sitafloxacin and Olamufloxacin.

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