title: NMR evidence of the kinetic and thermodynamic products in the NIS promoted cyclization of 1-phenyl-4-pentenylamines. Synthesis and reactivity of trans-2-phenyl-5-iodopiperidines.
abstract: The intramolecular reaction of secondary amines with tethered alkenes using NIS was studied, which gave insight into the kinetic vs. thermodynamic control of the iodoaminocyclization and the regioselectivity of the aziridinium ring-opening reactions, and led to functionalized piperidines.
authors.affiliation: Laboratori de Química Orgànica, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII s/n, 08028-Barcelona, Spain. faiza.diaba@ub.edu
authors.forename: Faïza
authors.initials: F
authors.lastname: Diaba
authors.forename: Josep
authors.initials: J
authors.lastname: Bonjoch
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D003500:Cyclization; D003903:Deuterium / Q000737:chemistry; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D010880:Piperidines / Q000138:chemical synthesis / Q000737:chemistry*; D013816:Thermodynamics
chemical_list: D000475:Alkenes; D000588:Amines; D010880:Piperidines; D003903:Deuterium