title: Studies on natural p-terphenyls: total syntheses of vialinin A and terrestrin B.
abstract: A powerful inhibitor of TNF-alpha production, vialinin A, was synthesized from sesamol through a series of reactions involving double Suzuki-Miyaura coupling, 2,3-dichloro-5,6-dicyano-1,4-benzoquino (DDQ) mediated de-methoxymethylation and oxidative removal of methylene acetal by lead tetraacetate. The synthetic method also made it possible to prepare a related compound, terrestrin B.
authors.affiliation: RIKEN, Wako, Saitama, Japan.
authors.forename: Yue Qi
authors.initials: YQ
authors.lastname: Ye
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Koshino
authors.forename: Jun-ichi
authors.initials: J
authors.lastname: Onose
authors.forename: Kunie
authors.initials: K
authors.lastname: Yoshikawa
authors.forename: Naoki
authors.initials: N
authors.lastname: Abe
authors.forename: Shunya
authors.initials: S
authors.lastname: Takahashi
mesh_terms: D016227:Benzoquinones / Q000737:chemistry; D002087:Butyrates / Q000138:chemical synthesis* / Q000737:chemistry; D013730:Terphenyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D016227:Benzoquinones; D002087:Butyrates; D013730:Terphenyl Compounds; C548352:terrestrin B; C508745:vialinin A; C000928:dichlorodicyanobenzoquinone