title: Synthesis of enantiomerically pure 1,2,3,4-tetrahydro-beta-carbolines and N-acyl-1-aryl ethylamines by rhodium-catalyzed hydrogenation.
abstract: The rhodium-catalyzed asymmetric hydrogenation of different enamides, in particular, dihydro-beta-carboline derivates, was investigated in the presence of chiral phosphorus ligands. Enantioselectivities of up to 99 % ee were obtained after ligand screening and optimization of the reaction conditions. The scope and limitation of the catalysts were shown in the synthesis of optically active tetrahydro-beta-carbolines and other benchmark N-acyl-1-aryl ethylamines.
authors.affiliation: Leibniz-Institut für Katalyse an der Universität Rostock e. V. Albert-Einstein-Str. 29A, D-18059 Rostock, Germany.
authors.forename: Stephan
authors.initials: S
authors.lastname: Enthaler
authors.forename: Giulia
authors.initials: G
authors.lastname: Erre
authors.forename: Kathrin
authors.initials: K
authors.lastname: Junge
authors.forename: Daniele
authors.initials: D
authors.lastname: Addis
authors.forename: Renat
authors.initials: R
authors.lastname: Kadyrov
authors.forename: Matthias
authors.initials: M
authors.lastname: Beller
mesh_terms: D002243:Carbolines / Q000138:chemical synthesis*; D002384:Catalysis; D005021:Ethylamines / Q000138:chemical synthesis*; D006865:Hydrogenation; D008024:Ligands; D012238:Rhodium; D013237:Stereoisomerism
chemical_list: D002243:Carbolines; D005021:Ethylamines; D008024:Ligands; D012238:Rhodium