Issue 5, 2011

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

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
21 Sep 2010
Accepted
25 Oct 2010
First published
29 Nov 2010

Chem. Commun., 2011,47, 1628-1630

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. Pouységu, J. Charris and S. Quideau, Chem. Commun., 2011, 47, 1628 DOI: 10.1039/C0CC04007J

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