Journal
TETRAHEDRON
Volume 74, Issue 45, Pages 6512-6519Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2018.09.039
Keywords
Glycal; Enol ethers; Lactones; Inhibition; Carbohydrates
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Funding
- Fonds National de la Recherche Scientifique (FNRS)
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exo-Glycals are both valuable synthetic tools and biologically relevant structures. This article reviews the novel synthetic approaches that have been reported to synthesize sugar based tri- or tetrasubstituted exocyclic enol ethers. Among those, the Julia modified olefinations as well as the transition metal catalyzed cross-couplings have been extensively developed. The synthesis of unprecedented fluorinated and sulfonylated phosphono-exo-glycals are also described. An overview of the biological applications in which exo-glycals acts as inhibitors or inactivator of relevant enzymes is finally presented. (C) 2018 Published by Elsevier Ltd.
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