title: Concise synthesis of flavocommelin, 7-O-methylapigenin 6-C-, 4'-O-bis-β-D-glucoside, a component of the blue supramolecular pigment from Commelina communis.
abstract: Flavocommelin, 7-O-methylapigenin 6-C-, 4'-O-bis-β-D-glucoside, was synthesized in 9 steps from the C-glycosylation of 6-O-benzy-4-O-methylphloroacetophenone via the introduction of a cinnamoyl residue by aldol condensation and the formation of a C-ring by regioselective and oxidative ring-closure to regio- and stereoselective O-glycosylation for an overall yield of 31%.
authors.affiliation: Department of Biochemical Engineering, Graduate School of Science and Engineering, Yamagata University, Yonezawa-shi, Yamagata 992-8510, Japan.
authors.forename: Kazufumi
authors.initials: K
authors.lastname: Misawa
authors.forename: Yoshiki
authors.initials: Y
authors.lastname: Gunji
authors.forename: Shingo
authors.initials: S
authors.lastname: Sato
mesh_terms: D034822:Commelina / Q000737:chemistry*; D005419:Flavonoids / Q000138:chemical synthesis* / Q000737:chemistry; D046911:Macromolecular Substances / Q000138:chemical synthesis / Q000737:chemistry; D008968:Molecular Conformation; D010860:Pigments, Biological / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005419:Flavonoids; D046911:Macromolecular Substances; D010860:Pigments, Biological; C488883:flavocommelin