First and biomimetic total synthesis of a member of the C-glucosidic subclass of ellagitannins, 5-O-desgalloylepipunicacortein A
D Deffieux, A Natangelo, G Malik, L Pouysegu…
Index: Deffieux, Denis; Natangelo, Anna; Malik, Gaelle; Pouysegu, Laurent; Charris, Jaime; Quideau, Stephane Chemical Communications, 2011 , vol. 47, # 5 p. 1628 - 1630
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Citation Number: 10
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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