title: Stereocontrolled total synthesis of hedyotol A.
abstract: The total synthesis of hedyotol A (1), a natural product isolated from Hedyotis lawsoniae (DC.) Wight et Arn. (Rubiaceae), was accomplished in a highly stereocontrolled manner. Key steps include an L-proline-catalyzed cross-aldol reaction and the biomimetic construction of a furofuran lignan skeleton through a quinomethide intermediate.
authors.affiliation: School of Pharmaceutical Sciences, University of Shizuoka , 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Kawabe
authors.forename: Ryo
authors.initials: R
authors.lastname: Ishikawa
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Akao
authors.forename: Atsushi
authors.initials: A
authors.lastname: Yoshida
authors.forename: Makoto
authors.initials: M
authors.lastname: Inai
authors.forename: Tomohiro
authors.initials: T
authors.lastname: Asakawa
authors.forename: Yoshitaka
authors.initials: Y
authors.lastname: Hamashima
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Kan
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D017705:Lignans / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D015394:Molecular Structure; D011392:Proline / Q000031:analogs & derivatives / Q000737:chemistry; D019666:Rubiaceae / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001572:Benzofurans; D001688:Biological Products; D017705:Lignans; C000588840:hedyotol A; C000588841:hedyotol B; D011392:Proline