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Chem Commun (Camb). 2011 Feb 7;47(5):1628-30. doi: 10.1039/c0cc04007j. Epub 2010 Nov 29.

First and biomimetic total synthesis of a member of the C-glucosidic subclass of ellagitannins, 5-O-desgalloylepipunicacortein A.

Author information

1
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.

PMID:
21116525
DOI:
10.1039/c0cc04007j
[Indexed for MEDLINE]

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