title: Enantioselective synthesis of 4-substituted tetrahydroisoquinolines via palladium-catalyzed intramolecular Friedel-Crafts type allylic alkylation of phenols.
abstract: Palladium-catalyzed asymmetric intramolecular Friedel-Crafts type allylic alkylation reaction of phenols was developed under mild conditions. In the presence of Pd2(dba)3 with (1R,2R)-DACH-phenyl Trost ligand (L2) in toluene at 50 °C, the reaction provides various C4 substituted tetrahydroisoquinolines with moderate to excellent yields, regioselectivity and enantioselectivity.
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, China. xinyanwu@ecust.edu.cn slyou@sioc.ac.cn.
authors.forename: Zheng-Le
authors.initials: ZL
authors.lastname: Zhao
authors.forename: Qing-Long
authors.initials: QL
authors.lastname: Xu
authors.forename: Qing
authors.initials: Q
authors.lastname: Gu
authors.forename: Xin-Yan
authors.initials: XY
authors.lastname: Wu
authors.forename: Shu-Li
authors.initials: SL
authors.lastname: You
mesh_terms: D000470:Alkaloids / Q000737:chemistry; D000478:Alkylation; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008670:Metals / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity; D013696:Temperature; D044005:Tetrahydroisoquinolines / Q000737:chemistry*; D013997:Time Factors; D014050:Toluene / Q000737:chemistry; D028561:Transition Elements / Q000737:chemistry
chemical_list: D000470:Alkaloids; D008024:Ligands; D008670:Metals; D010636:Phenols; D012997:Solvents; D044005:Tetrahydroisoquinolines; D028561:Transition Elements; D014050:Toluene; D010165:Palladium; D002244:Carbon