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

Datensatz

DATENSATZ AKTIONENEXPORT

Freigegeben

Zeitschriftenartikel

Highly Selective Metal-Graphite-Induced Reductions of Deoxy Halo Sugars

MPG-Autoren
Es sind keine MPG-Autoren in der Publikation vorhanden
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

Fürstner, A., & Weidmann, H. (1989). Highly Selective Metal-Graphite-Induced Reductions of Deoxy Halo Sugars. Journal of Organic Chemistry, 54(10), 2307-2311. doi:10.1021/jo00271a012.


Zitierlink: http://hdl.handle.net/11858/00-001M-0000-0010-25D8-C
Zusammenfassung
To explore the applicability of highly active metal-graphite reducing agents to polyfunctional compounds a variety of suitably protected chloro-, bromodeoxy- and deoxyiodohexopyranosides and hexofuranoses were each treated with potassium-graphite laminate (C8K) and zinc/silver-graphite, respectively, invariably leading to the efficient formation of olefinic products. However, while C8K in all cases causes dehydrohalogenation, zinc/silver-graphite reductions proceeded by dealkoxyhalogenation, results quite opposite to the formation of glycals by each of the reagents. In contrast, magnesium on graphite readily dimerizes Me 6-deoxy-6-iodo-α-D-glucopyranoside by a Wurtz reaction.