Efficient access to polysubstituted tetrahydrofurans by electrophilic cyclization of vinylsilyl alcohols

Barbero Pérez, María Asunción; Barbero San Juan, Héctor; González Ortega, Alfonso; Pulido Pelaz, Francisco José; Val, Patricia; Diez De La Varga, Alberto; Rodríguez Morán, Joaquín

doi:10.1039/C5RA06640A

Por favor, use este identificador para citar o enlazar este ítem:https://uvadoc.uva.es/handle/10324/66278

Título

Efficient access to polysubstituted tetrahydrofurans by electrophilic cyclization of vinylsilyl alcohols

Autor

Barbero Pérez, María Asunción

Barbero San Juan, Héctor

González Ortega, Alfonso

Pulido Pelaz, Francisco José

Val, Patricia

Diez De La Varga, Alberto

Rodríguez Morán, Joaquín

Año del Documento

2015

Editorial

Royal Society of Chemistry

Descripción

Producción Científica

Documento Fuente

RSC Adv., 2015, 5, 49541-49551

Résumé

Vinylsilyl alcohols undergo intramolecular cyclization to provide di-, tri- or tetrasubstituted-tetrahydrofurans. The influence of the number and position of substituents in the stereoselectivity of the process has been studied. Moreover, DFT calculations have been performed to get better insight into the influence of the substitution pattern of the vinylsilyl alcohol in the stereoselectivity of the cyclization.

Revisión por pares

DOI

10.1039/C5RA06640A

Patrocinador

We thank the Ministry of Education, Culture and Sport (MECD) of Spain (CTQ2009-09302) and the “Junta de Castilla y León” (GR170) for financial support. H.B. and A.D.-V. wish to thank the MECD and “Junta de Castilla y León” for doctorate grants.

Version del Editor

https://pubs.rsc.org/en/content/articlelanding/2015/ra/c5ra06640a#!divAbstract