Gold-catalyzed endo-selective cyclization of alkynylcyclobutanecarboxamides: synthesis of cyclobutane-fused dihydropyridones
Authors
Garre, M. Soledad; Otárola, Guillermo G.; Merino Marcos, Estíbaliz; Sucunza Sáenz, David; Aguilar, Enrique; [et al.]Date
2023-03Funders
Ministerio de Ciencia e Innovación
Instituto de Salud Carlos III
Comunidad de Madrid
Bibliographic citation
Garre, M.S., Otarola, G.G., Merino, E., Sucunza, D., Aguilar, E., Quiros, M.T., Vaquero, J.J. & Garcia-Garcia, P. 2023, "Gold-catalyzed endo-selective cyclization of alkynylcyclobutanecarboxamides: synthesis of cyclobutane-fused dihydropyridones", Organic & Biomolecular Chemistry, vol. 21, no. 13, pp. 2705-2708.
Project
info:eu-repo/grantAgreement/MICINN//PID2020-115128RB-I00/ES/
info:eu-repo/grantAgreement/ISCIII//RICORS2040%2FRD21%2F
0005%2F0016/ES/
info:eu-repo/grantAgreement/CAM//2018-T1%2FIND-10054/ES/
info:eu-repo/grantAgreement/CAM///JIN%2F2021-002/ES/
Document type
info:eu-repo/semantics/article
Version
info:eu-repo/semantics/publishedVersion
Publisher's version
https://pubs.rsc.org/en/content/articlelanding/2023/OB/D3OB00051FRights
Atribución-NoComercial-CompartirIgual 4.0 Internacional
Access rights
info:eu-repo/semantics/openAccess
Abstract
Cyclobutane-fused dihydropyridones can be efficiently synthesized by a completely endo-selective gold-catalyzed cyclization of alkynylcyclobutanes bearing an appended amide, which proceeds under mild conditions. The observed selectivity, which is reversed from that previously observed for the cyclization of related alcohols and acids, is supported by DFT calculations.
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Gold_Garre_OrgBiomolChem_2023.pdf | 634.5Kb |
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