title: Synthesis of 9Z-9-substituted retinoic acids by palladium catalyzed coupling reaction of a vinyl triflate with alkenyl stannanes.
abstract: Palladium catalyzed cross coupling reactions of a vinyl triflate intermediate and various alkenyl stannanes afforded trisubstituted Z-olefins stereoselectively in high yields. These olefins were then converted to the corresponding 9Z-retinoic acids via Horner-Emmons reaction and subsequent basic hydrolysis in excellent yields.
authors.affiliation: Kobe Pharmaceutical University, Higashinada, Japan. a-wada@kobepharma-u.ac.jp
authors.forename: A
authors.initials: A
authors.lastname: Wada
authors.forename: Y
authors.initials: Y
authors.lastname: Nomoto
authors.forename: K
authors.initials: K
authors.lastname: Tano
authors.forename: E
authors.initials: E
authors.lastname: Yamashita
authors.forename: M
authors.initials: M
authors.lastname: Ito
mesh_terms: D002384:Catalysis; D007202:Indicators and Reagents; D008698:Mesylates / Q000737:chemistry*; D010165:Palladium; D013056:Spectrophotometry, Ultraviolet; D017971:Tin Compounds; D014212:Tretinoin / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D014753:Vinyl Compounds / Q000737:chemistry*
chemical_list: D007202:Indicators and Reagents; D008698:Mesylates; D017971:Tin Compounds; D014753:Vinyl Compounds; C031525:stannane; D014212:Tretinoin; D010165:Palladium