Gold-catalyzed endo-selective cyclization of alkynylcyclobutanecarboxamides: synthesis of cyclobutane-fused dihydropyridones

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 cycliz...

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Detalles Bibliográficos
Autores: Garre Hernández, María Soledad|||0000-0002-7075-3548, Otárola Tejada, Guillermo Germán|||0000-0003-1367-3127, Merino Marcos, Estíbaliz|||0000-0002-2960-5404, Sucunza Sáenz, David|||0000-0002-3307-4204, Aguilar, Enrique, Quirós López, María Teresa|||0000-0002-1552-0901, Vaquero López, Juan José|||0000-0002-3820-9673, García García, Patricia|||0000-0003-3671-5828
Tipo de recurso: artículo
Fecha de publicación:2023
País:España
Institución:Universidad de Alcalá (UAH)
Repositorio:e_Buah Biblioteca Digital Universidad de Alcalá
Idioma:inglés
OAI Identifier:oai:ebuah.uah.es:10017/59222
Acceso en línea:http://hdl.handle.net/10017/59222
https://dx.doi.org/10.1039/D3OB00051F
Access Level:acceso abierto
Palabra clave:Química
Chemistry
Descripción
Sumario: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.