4.7 Article

[2+2]-Photocycloaddition of N-Benzylmaleimide to Alkenes As an Approach to Functional 3-Azabicyclo[3.2.0]heptanes

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 12, Pages 6275-6289

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b00077

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A one-step synthesis of functionalized 3-azabicydo[3.2.0]heptanes by [2+2]-photochemical intermolecular cyclo-addition 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.

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