title: Green Synthesis of (R)-Terbutaline for Recyclable Catalytic Asymmetric Transfer Hydrogenation in Ionic Liquids.
abstract: We synthesize optically active (R)-terbutaline 2, which is an anti-asthmatic drug, through recyclable catalytic asymmetric transfer hydrogenation (RCATH). Various chloroketones 4 were prepared and RCATH was performed on them. The products exhibit moderate to high enantioselectivity. In particular, the hydrogenation of acyl substituted substrates 4c yields chiral secondary alcohols 5c in good yield and enantioselectivity. Furthermore, (R)-terbutaline 2 can be synthesized in one step from the resulting secondary alcohol 5 without racemization.
authors.affiliation: School of Pharmaceutical Sciences, Mukogawa Women's University.
authors.forename: Hitomi
authors.initials: H
authors.lastname: Uchimoto
authors.forename: Miki
authors.initials: M
authors.lastname: Ikeda
authors.forename: Saori
authors.initials: S
authors.lastname: Tanida
authors.forename: Kayo
authors.initials: K
authors.lastname: Ohhashi
authors.forename: Yoshiko
authors.initials: Y
authors.lastname: Chihara
authors.forename: Takashi
authors.initials: T
authors.lastname: Shigeta
authors.forename: Kenji
authors.initials: K
authors.lastname: Arimitsu
authors.forename: Masayuki
authors.initials: M
authors.lastname: Yamashita
authors.forename: Kiyoharu
authors.initials: K
authors.lastname: Nishide
authors.forename: Ikuo
authors.initials: I
authors.lastname: Kawasaki
mesh_terms: D018927:Anti-Asthmatic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D055772:Green Chemistry Technology; D006865:Hydrogenation; D052578:Ionic Liquids / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013726:Terbutaline / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D018927:Anti-Asthmatic Agents; D052578:Ionic Liquids; D013726:Terbutaline