title: Enantioselective, nickel-catalyzed Suzuki cross-coupling of quinolinium ions.
abstract: Quinolinium ions are engaged in an asymmetric, Ni-catalyzed Suzuki cross-coupling to yield 2-aryl- and 2-heteroaryl-1,2-dihydroquinolines. Key to the development of this method is the use of a Ni(II) precatalyst that activates without the need for strong reductants or high temperatures. The Ni-iminium activation mode is demonstrated as an exceptionally mild pathway to generate enantioenriched products from racemic starting materials.
authors.affiliation: Department of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.
authors.forename: Jason D
authors.initials: JD
authors.lastname: Shields
authors.forename: Derek T
authors.initials: DT
authors.lastname: Ahneman
authors.forename: Thomas J A
authors.initials: TJ
authors.lastname: Graham
authors.forename: Abigail G
authors.initials: AG
authors.lastname: Doyle
mesh_terms: D002384:Catalysis; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D011806:Quinolinium Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D011804:Quinolines; D011806:Quinolinium Compounds; D009532:Nickel