From secondary alcohols to tertiary fluoro substituents: A simple route to hydroxymethyl branched sugars with a fluorine substituent at the branching point

Michael Schalli, Martin Thonhofer, Andreas Wolfsgruber, Hansjörg Weber, Roland Fischer, Robert Saf, Arnold Stütz*

*Korrespondierende/r Autor/-in für diese Arbeit

Publikation: Beitrag in einer FachzeitschriftArtikelBegutachtung

Abstract

From a secondary hydroxyl group, by the simple sequence of oxidation, Wittig reaction of the obtained ulose with methoxymethylene triphenyl phosphorane, exposure of the resulting exocyclic enol ether to Selectfluor and subsequent reduction of the α-fluoro aldehyde thus obtained, tertiary fluoro substituents can be introduced into carbohydrate and carbohydrate-related scaffolds at a branching point now bearing a new hydroxymethyl group.
Originalspracheenglisch
Seiten (von - bis)11-19
FachzeitschriftCarbohydrate Research
Jahrgang436
DOIs
PublikationsstatusVeröffentlicht - 2016

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