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Updated: Feb 6, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
Stereocontrolled Synthesis of 2-Fluorinated C-Glycosides
Anna Sadurní1, Ryan Gilmour1,2
1Organisch-Chemisches Institut Westfälische Wilhelms-Universität Münster Corrensstraße 40 48149 Münster Germany.
Abstract:
A systematic study of the addition of C-based nucleophiles to fluorinated lactones based on 2-deoxy-2-fluoro-d-pyranoses is disclosed. This high yielding, α-selective process was found to be independent on the nature or configuration [(R)-C(sp3)-F, (S)-C(sp3)-F] of the substituent at C2. Representative, fluorinated analogues of Trehalose, Carminic acid, and the spirocyclic cores of Tofogliflozin and Papulacandin D are also reported. These glycomimics constitute a valuable series of 19F NMR active probes for application in structural biology.
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