title: Synthesis of modified proanthocyanidins: easy and general introduction of a hydroxy group at C-6 of catechin; efficient synthesis of elephantorrhizol.
abstract: A general procedure for the oxidation of catechin derivatives is described, leading to the introduction of a new hydroxy group at C-6. This procedure has been applied for the synthesis of elephantorrhizol, a natural flavan-3-ol exhibiting a fully substituted cycle A.
authors.affiliation: Unité de Phytopharmacie et Médiateurs Chimiques, Inra, Route de Saint-Cyr, 78026 Versailles Cedex, France.
authors.forename: François-Didier
authors.initials: FD
authors.lastname: Boyer
authors.forename: Nour-Eddine
authors.initials: NE
authors.lastname: Es-Safi
authors.forename: Josiane
authors.initials: J
authors.lastname: Beauhaire
authors.forename: Christine Le
authors.initials: CL
authors.lastname: Guernevé
authors.forename: Paul-Henri
authors.initials: PH
authors.lastname: Ducrot
mesh_terms: D000975:Antioxidants / Q000138:chemical synthesis; D002392:Catechin / Q000737:chemistry; D005419:Flavonoids / Q000138:chemical synthesis*; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry; D044945:Proanthocyanidins / Q000138:chemical synthesis*
chemical_list: D000975:Antioxidants; D005419:Flavonoids; D044945:Proanthocyanidins; C500877:elephantorrhizol; C013221:proanthocyanidin; C404987:flavan-3-ol; D002392:Catechin