ChemInform Abstract: Efficient Access to Polysubstituted Tetrahydrofurans by Electrophilic Cyclization of Vinylsilyl Alcohols.

  1. Barbero, Asuncion 1
  2. Barbero, Hector 1
  3. Gonzalez-Ortega, Alfonso 1
  4. Pulido, Francisco J. 1
  5. Val, Patricia 1
  6. Diez-Varga, Alberto 1
  7. Moran, Joaquin R. 1
  1. 1 Universidad de Valladolid
    info

    Universidad de Valladolid

    Valladolid, España

    ROR https://ror.org/01fvbaw18

Zeitschrift:
ChemInform

ISSN: 0931-7597

Datum der Publikation: 2015

Ausgabe: 46

Nummer: 41

Seiten: no-no

Art: Artikel

DOI: 10.1002/CHIN.201541121 GOOGLE SCHOLAR lock_openOpen Access editor

Andere Publikationen in: ChemInform

Ziele für nachhaltige Entwicklung

Zusammenfassung

Vinylsilyl alcohols undergo intramolecular cyclization toprovide di-, tri- or tetrasubstituted-tetrahydrofurans. The influence of the number and position of substituents in the stereoselectivity of the process is studied. The presence of a silyl group in the products provides an easy entry to further functionalization, dueto the ability of silicon to be oxidized under mild conditions (Fleming—Tamao oxidation). 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.

Bibliographische Referenzen

  • Barbero, (2015), RSC Adv., 5, pp. 49541, 10.1039/C5RA06640A