de.mpg.escidoc.pubman.appbase.FacesBean
Deutsch
 
Hilfe Wegweiser Impressum Kontakt Einloggen
  DetailsucheBrowse

Datensatz

DATENSATZ AKTIONENEXPORT

Freigegeben

Zeitschriftenartikel

O-glycoside synthesis with glycosyl iodides under neutral conditions in 1 M LiClO4 in CH2Cl2

MPG-Autoren
http://pubman.mpdl.mpg.de/cone/persons/resource/persons98735

Waldmann,  Herbert
Abt. IV: Chemische Biologie, Max Planck Institute of Molecular Physiology, Max Planck Society;

Externe Ressourcen
Es sind keine Externen Ressourcen verfügbar
Volltexte (frei zugänglich)
Es sind keine frei zugänglichen Volltexte verfügbar
Ergänzendes Material (frei zugänglich)
Es sind keine frei zugänglichen Ergänzenden Materialien verfügbar
Zitation

Schmid, U., & Waldmann, H. (1997). O-glycoside synthesis with glycosyl iodides under neutral conditions in 1 M LiClO4 in CH2Cl2. LIEBIGS ANNALEN-RECUEIL, (12), 2573-2577.


Zitierlink: http://hdl.handle.net/11858/00-001M-0000-0014-9CB7-8
Zusammenfassung
Glycosyl phosphates, imidates, trifluoroacetates, chlorides, and bromides are converted into the respective glycosyl iodides by treatment with LiI or NaI in 1 M solutions of LiClO4 in CH2Cl2. Under these neutral conditions the reactive glycosyl iodides are activated, and react with different glycosyl acceptors to give O-glycosides in moderate yields, with the alpha-anomers predominating. The glycosylation reactions most probably proceed by the initial formation of beta-configured glycosyl iodides from the alpha-configured precursors, and subsequent attack of the glycosyl acceptor on the equatorial iodide from the axial direction.