Gold(I)-Catalyzed Enantioselective [2+2+2] Cycloadditions: An Expedient Entry to Enantioenriched Tetrahydropyran Scaffolds

A straightforward and atom-economical enantioselective approach to highly substituted tetrahydropyrans is reported. The process, which consists of an intermolecular gold-catalyzed [2+2+2] cycloaddition between allenamides, alkenes, and aldehydes, is efficiently catalyzed by both phosphoramidite- and...

Descripción completa

Detalles Bibliográficos
Autores: Varela Sandá, Iván, Faustino, Hélio, Díez Martín, Elena, Iglesias Sigüenza, Francisco Javier, Grande-Carmona, Francisca, Fernández, Rosario, Lassaletta, José M., Mascareñas Cid, José Luis, López García, Fernando
Tipo de recurso: artículo
Fecha de publicación:2017
País:España
Institución:Universidad de Santiago de Compostela (USC)
Repositorio:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
Idioma:inglés
OAI Identifier:oai:minerva.usc.gal:10347/15445
Acceso en línea:http://hdl.handle.net/10347/15445
Access Level:acceso abierto
Palabra clave:Materias::Investigación::23 Química::2302 Bioquímica
Descripción
Sumario:A straightforward and atom-economical enantioselective approach to highly substituted tetrahydropyrans is reported. The process, which consists of an intermolecular gold-catalyzed [2+2+2] cycloaddition between allenamides, alkenes, and aldehydes, is efficiently catalyzed by both phosphoramidite- and chiral N-heterocyclic carbene-gold catalysts, occurs with complete chemoselectivity and regioselectivity, moderate diastereoselectivity, and moderate to very good enantioselectivities