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Royal Society of Chemistry, Organic and Biomolecular Chemistry, 2023

DOI: 10.1039/d3ob00284e

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Synthesis of 1,2-diaminotruxinic δ-cyclobutanes by BF<sub>3</sub>-controlled [2 + 2]-photocycloaddition of 5(4H)-oxazolones and stereoselective expansion of δ-cyclobutanes to give highly substituted pyrrolidine-2,5-dicarboxylates

Journal article published in 2023 by Sonia Sierra ORCID, Rosa López ORCID, Enrique Gómez-Bengoa ORCID, Larry R. Falvello ORCID, Esteban P. Urriolabeitia ORCID
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

Ru-sensitized [2+2]-photocycloaddition of oxazolones 1 in presence of BF3 gives selectively the δ-1,2-diaminotruxinic acids 2. Heating of 2 with NaOMe promotes an unprecedented cyclobutane ring expansion, giving the highly substituted pyrrolidines 3.