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Photocycloaddition of N-Benzylmaleimide to Alkenes As an Approach to Functional 3-Azabicyclo[3.2.0]heptanes

J. Org. Chem. 2018, 83 (12), 6275-6289

DOI: 10.1021/acs.joc.8b00077

Skalenko Y.; Druzhenko T.; Denisenko A.; Samoilenko M.; Dacenko O.; Trofymchuk S.; Grygorenko O.; Tolmachev A.; Mykhailiuk P.

A one-step synthesis of functionalized 3-azabicyclo[3.2.0]heptanes by [2+2]-photochemical intermolecular cycloaddition of N-benzylmaleimide to alkenes was elaborated. The obtained compounds were easily transformed into the bi- and tricyclic analogues of piperidine, morpholine, piperazine, and GABA, which are advanced building blocks for drug discovery.

Photocycloaddition of N-Benzylmaleimide


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