Synthesis of Vinylsulfone Derivatives of Sugars: An Easy Preparation of (2R,3S,4E)-5-Benzenesulfonyl-2,3-iso-propylidene-dioxy-pent-4-en-1-yl-tosylate

Synthesis of Vinylsulfone Derivatives of Sugars: An Easy Preparation of (2R,3S,4E)-5-Benzenesulfonyl-2,3-iso-propylidene-dioxy-pent-4-en-1-yl-tosylate

Abstract A two-step procedure for the synthesis of (2R,3S,4E)-5-benzenesulfonyl-2,3-isopropylidene-dioxypent-4-en-1-yl-tosylate is described. The method involves the addition of lithio(phenylsulfonyl)methane to 2,3-O-ISO-propylidene-D-erythronolactol and treatment of the resulting diols with tosyl c...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Synlett 2003-04, Vol.2003 (5)
Hauptverfasser: Díez, David, Beneitez, M. Templo, Marcos, Isidro S., Garrido, N. M., Basabe, P., Urones, Julio G.
Format: Artikel
Sprache:eng
Schlagworte:
letter
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Abstract A two-step procedure for the synthesis of (2R,3S,4E)-5-benzenesulfonyl-2,3-isopropylidene-dioxypent-4-en-1-yl-tosylate is described. The method involves the addition of lithio(phenylsulfonyl)methane to 2,3-O-ISO-propylidene-D-erythronolactol and treatment of the resulting diols with tosyl chloride.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2003-38356