Synthesis of 6-azaspiro[4.3]alkanes: innovative scaffolds for drug discovery

Eur. J. Org. Chem. 2017, 31, 4530-4542

DOI: 10.1002/ejoc.201700536

Chalyk B.; Isakov A.; Butko M.; Hrebeniuk K.; Savych O.; Kucher O.; Gavrilenko K.; Druzhenko T.; Yarmolchuk V.; Zozulya S.; Mykhailiuk P.
New scaffolds for drug discovery, 6-azaspiro[4.3]alkanes, have been synthesized in two steps from four-membered-ring ketones: cyclobutanone, thienone, N-Boc-azetidinone (Boc = tert-butoxycarbonyl), etc. The key transformation was the reaction between electron-deficient exocyclic alkenes and an in-situ generated N-benzylazomethine ylide.


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