title: Ruthenium-catalyzed C-C coupling of fluorinated alcohols with allenes: dehydrogenation at the energetic limit of β-hydride elimination.
abstract: Ruthenium(II) complexes catalyze the CC coupling of 1,1-disubstituted allenes and fluorinated alcohols to form homoallylic alcohols bearing all-carbon quaternary centers with good to complete levels of diastereoselectivity. Whereas fluorinated alcohols are relatively abundant and tractable, the corresponding aldehydes are often not commercially available because of their instability.
authors.affiliation: University of Texas at Austin, Department of Chemistry, 105 E 24th St. (A5300), Austin, TX 78712-1167 (USA).
authors.forename: Brannon
authors.initials: B
authors.lastname: Sam
authors.forename: Tom
authors.initials: T
authors.lastname: Luong
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Krische
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry*; D006865:Hydrogenation; D015394:Molecular Structure; D010084:Oxidation-Reduction; D020005:Propanols / Q000138:chemical synthesis* / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D006845:Hydrocarbons, Fluorinated; D020005:Propanols; C006463:allyl alcohol; D002244:Carbon; D012428:Ruthenium; D006859:Hydrogen
keywords: allylic compounds; diastereoselectivity; fluorine; hydrogenation; ruthenium