Modified Julia Olefination on Sugar-Derived Lactones: Synthesis of Difluoro- exo -glycals - Archive ouverte HAL Access content directly
Journal Articles European Journal of Organic Chemistry Year : 2015

Modified Julia Olefination on Sugar-Derived Lactones: Synthesis of Difluoro- exo -glycals

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Abstract

We report the preparation of difluoro-exo-glycals by gem-difluoroolefination of benzylated sugar-derived lactones using a modified Julia reaction. The addition is highly stereoselective, and the Smiles-rearrangement–elimination sequence can be carried out under microwave irradiation.

Dates and versions

hal-02123915 , version 1 (09-05-2019)

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Samuel Habib, David Gueyrard. Modified Julia Olefination on Sugar-Derived Lactones: Synthesis of Difluoro- exo -glycals. European Journal of Organic Chemistry, 2015, 2015 (4), pp.871-875. ⟨10.1002/ejoc.201403175⟩. ⟨hal-02123915⟩
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