title: Dual metal and Lewis base catalysis approach for asymmetric synthesis of dihydroquinolines and the α-arylation of aldehydes via N-acyliminium ions.
abstract: A dual catalytic system consisting of indium triflate and a chiral imidazolidinone catalyzes the asymmetric addition of aldehydes to N-acyl quinoliniums furnishing optically active dihydroquinolines in good yields and excellent selectivities. The products were further functionalized into optically active tetrahydroquinolines, quinolines and 6-oxa-2-aza-bicyclo[3.3.1]nonanes.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai, 400076, Maharashtra, India.
authors.forename: Chandra M R
authors.initials: CM
authors.lastname: Volla
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany. magnus.rueping@rwth-aachen.de.
authors.forename: Eleonora
authors.initials: E
authors.lastname: Fava
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany. magnus.rueping@rwth-aachen.de.
authors.forename: Iuliana
authors.initials: I
authors.lastname: Atodiresei
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany. magnus.rueping@rwth-aachen.de.
authors.forename: Magnus
authors.initials: M
authors.lastname: Rueping
mesh_terms: D000080:Acetals / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D053961:Azabicyclo Compounds / Q000138:chemical synthesis; D002384:Catalysis; D007097:Imines / Q000737:chemistry*; D007204:Indium; D058115:Lewis Bases / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry*; D008956:Models, Chemical; D011804:Quinolines / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000080:Acetals; D000447:Aldehydes; D053961:Azabicyclo Compounds; D007097:Imines; D058115:Lewis Bases; D008698:Mesylates; D011804:Quinolines; D007204:Indium; C012077:trifluoromethanesulfonic acid