Addition of Electrophilic Radicals to 2-Benzyloxyglycals: Synthesis and Functionalization of Fluorinated α-C-Glycosides and Derivatives

A new method for the synthesis of fluorinated α‐C‐glycosides is described. The reactions between highly electrophilic radicals (fluorinated or unfluorinated) and a 2‐benzyloxyglucal or galactal provide 2‐keto‐D‐arabino‐ or 2‐keto‐D‐lyxo‐hexopyranosides through an addition/fragmentation process. Sodi...

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Veröffentlicht in:	Chemistry : a European journal 2013-09, Vol.19 (38), p.12778-12787
Hauptverfasser:	Colombel, Sophie, Van Hijfte, Nathalie, Poisson, Thomas, Leclerc, Eric, Pannecoucke, Xavier
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkenes - chemistry Borohydrides - chemistry Chemical Sciences fluorine Free Radicals - chemistry Galactose - analogs & derivatives Galactose - chemistry glycomimetics Glycosides - chemical synthesis Glycosides - chemistry Halogenation olefination Organic chemistry Oxidation-Reduction radicals reduction Stereoisomerism
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