Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2015, Issue 4, Pages 871-875Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201403175
Keywords
Fluorine; Carbohydrates; Glycals; Lactones; Olefination
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Funding
- Ministere de l'Enseignement Superieur et de la Recherche
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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.
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