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Remarkable Biomimetic Chemoselective Aerobic Oxidation of Flavano‐Ellagitannins Found in Oak‐Aged Wine
Author(s) -
Petit Emilie,
Lefeuvre Dorothée,
Jacquet Rémi,
Pouységu Laurent,
Deffieux Denis,
Quideau Stéphane
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201305839
Subject(s) - ellagitannin , wine , chemistry , catechin , food science , organic chemistry , polyphenol , antioxidant
Under the auspices of Bacchus! Acutissimins, natural flavano‐ellagitannins, occur in oak‐aged wine as a result of a diastereoselective condensation reaction of the flavan‐3‐ol catechin, a component of grapes, with the C‐glucosidic ellagitannin vescalagin, found in oak. The acutissimins are further converted into natural mongolicains and analogues of camelliatannin G in a remarkably chemoselective fashion by simple aerobic oxidation.