Efficient access to polysubstituted tetrahydrofurans by electrophilic cyclization of vinylsilyl alcohols

Efficient access to polysubstituted tetrahydrofurans by electrophilic cyclization of vinylsilyl alcohols

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 in...

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Veröffentlicht in:RSC advances 2015-01, Vol.5 (61), p.49541-49551
Hauptverfasser: Barbero, Asunción, Barbero, Héctor, González-Ortega, Alfonso, Pulido, Francisco J., Val, Patricia, Diez-Varga, Alberto, Morán, Joaquín R.
Format: Artikel
Sprache:eng
Schlagworte:
Alcohols
Mathematical analysis
Stereoselectivity
Tetrahydrofuran
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Zusammenfassung: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.
ISSN:2046-2069
2046-2069
DOI:10.1039/C5RA06640A