title: Cu(I)-catalyzed atom transfer radical cyclization of trichloroacetamides tethered to electron-deficient, -neutral, and -rich alkenes: synthesis of polyfunctionalized 2-azabicyclo[3.3.1]nonanes.
abstract: A novel synthetic entry to 2-azabicyclo[3.3.1]nonanes based on a copper(I)-catalyzed intramolecular coupling of amino-tethered trichloroacetamides and unsaturated nitriles, esters and alkenes, as well as enol acetates, is described. A study of the reaction conditions and the scope of the process is reported.
authors: Laboratori de Química Orgànica, Facultat de Farmàcia, IBUB, Universitat de Barcelona, Av. Joan XXIII s/n, 08028-Barcelona, Spain.
authors: Faïza
authors: F
authors: Diaba
authors: Agustín
authors: A
authors: Martínez-Laporta
authors: Josep
authors: J
authors: Bonjoch
authors: Ana
authors: A
authors: Pereira
authors: José María
authors: JM
authors: Muñoz-Molina
authors: Pedro J
authors: PJ
authors: Pérez
authors: Tomás R
authors: TR
authors: Belderrain
mesh_terms: D000081:Acetamides / Q000737:chemistry; D000473:Alkanes / Q000138:chemical synthesis*; D000475:Alkenes / Q000737:chemistry; D053961:Azabicyclo Compounds / Q000138:chemical synthesis*; D002384:Catalysis; D062845:Chloroacetates / Q000737:chemistry; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D053138:Cyclohexenes / Q000737:chemistry*; D004583:Electrons; D004952:Esters; D009682:Magnetic Resonance Spectroscopy; D009570:Nitriles; D013237:Stereoisomerism
chemical_list: D000081:Acetamides; D000473:Alkanes; D000475:Alkenes; D053961:Azabicyclo Compounds; D062845:Chloroacetates; D053138:Cyclohexenes; D004952:Esters; D009570:Nitriles; D003300:Copper