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First and biomimetic total synthesis of a member of the C-glucosidic subclass of ellagitannins, 5-O-desgalloylepipunicacortein A
Authors:Deffieux Denis  Natangelo Anna  Malik Gaëlle  Pouységu Laurent  Charris Jaime  Quideau Stéphane
Affiliation:Université de Bordeaux, Institut des Sciences Moléculaires (CNRS-UMR 5255), Institut Européen de Chimie et Biologie, 2 rue Robert Escarpit, 33607 Pessac Cedex, France.
Abstract:The first total synthesis of a member of the C-glucosidic subclass of ellagitannins, 5-O-desgalloylepipunicacortein A, was accomplished by relying on a biomimetic aldol-type formation of its characteristic C-aryl glucosidic bond through the exploitation of the inherent chemical reactivity of a glucopyranosic hemiacetal precursor.
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