Vinylogous Aldol Reaction of a Silyloxydiene Promoted by Sulfoxides, as Lewis Bases: 1,4-asymmetric Induction Mediated by a Remote Methylsulfinyl Group (Articolo in rivista)

Type
Label
  • Vinylogous Aldol Reaction of a Silyloxydiene Promoted by Sulfoxides, as Lewis Bases: 1,4-asymmetric Induction Mediated by a Remote Methylsulfinyl Group (Articolo in rivista) (literal)
Anno
  • 2013-01-01T00:00:00+01:00 (literal)
Alternative label
  • Maria Rosaria Acocella, Rosaria Villano, Chiara Costabile, Arrigo Scettri (2013)
    Vinylogous Aldol Reaction of a Silyloxydiene Promoted by Sulfoxides, as Lewis Bases: 1,4-asymmetric Induction Mediated by a Remote Methylsulfinyl Group
    in Current organic chemistry
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Maria Rosaria Acocella, Rosaria Villano, Chiara Costabile, Arrigo Scettri (literal)
Pagina inizio
  • 886 (literal)
Pagina fine
  • 890 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 17 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 8 (literal)
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Università di Salerno, Dipartimento di Chimica e Biologia - Fisciano (SA) Istituto di Chimica Biomolecolare, CNR - Sassari (literal)
Titolo
  • Vinylogous Aldol Reaction of a Silyloxydiene Promoted by Sulfoxides, as Lewis Bases: 1,4-asymmetric Induction Mediated by a Remote Methylsulfinyl Group (literal)
Abstract
  • A versatile procedure for the gamma-vinylogous aldol reaction of the dioxinone-derived silyl enolether, via enolate activation with an appropriate neutral Lewis base, was formulated. High levels of diastereo- and enantioselectivity using chiral 2-methylsulfinyl benzaldehyde were obtained, pointing out the dual role of the methylsulfinyl group as incorporated chiral inductor and activator of the silyloxydiene in the stereoselective vinylogous aldol reaction. (literal)
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