title: Attempt to synthesize 2,3,5,4'-tetrahydroxystilbene derived from 2,3,5,4'-tetrahydroxystilbene-2-O-β-glucoside (THSG).
abstract: An attempt to synthesize aglycone 1 derived from 2,3,5,4'-tetrahydroxystilbene-2-O-β-glucoside (THSG) via the Wittig reaction and Mizoroki-Heck reaction is described. In the Wittig protocol, 2,3,5,4'-tetramethoxystilbene 2 was obtained. Additionally, a palladium-catalyzed Mizoroki-Heck reaction strategy yielded 2-aryl-2,3-dihydrobenzofuran 13 instead of derivative 12 in good yield.
authors.affiliation: Faculty of Pharmaceutical Sciences, Josai University.
authors.forename: Masafumi
authors.initials: M
authors.lastname: Tamura
authors.forename: Yuhei
authors.initials: Y
authors.lastname: Koshibe
authors.forename: Kiho
authors.initials: K
authors.lastname: Kaji
authors.forename: Jun-Ya
authors.initials: JY
authors.lastname: Ueda
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Shirataki
mesh_terms: D002384:Catalysis; D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D013267:Stilbenes / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: C000603224:2,3,5,4'-tetramethoxystilbene; D005960:Glucosides; D013267:Stilbenes; C093026:2,3,5,4'-tetrahydroxystilbene 2-O-glucopyranoside; D010165:Palladium