title: Ligand-controlled α- and β-arylation of acyclic N-Boc amines.
abstract: The palladium-catalyzed ligand-controlled arylation of α-zincated acyclic amines, obtained by directed α-lithiation and transmetalation, is described. Whereas PtBu3 gave rise to α-arylated Boc-protected amines, more flexible N-phenylazole-based phosphine ligands induced major β-arylation through migrative cross-coupling.
authors: Université Claude Bernard Lyon 1, CNRS UMR 5246, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, CPE Lyon, 43 Boulevard du 11 Novembre 1918, Lyon (France) http://cosmo.univ-lyon1.fr/Index.html.
authors: Anthony
authors: A
authors: Millet
authors: David
authors: D
authors: Dailler
authors: Paolo
authors: P
authors: Larini
authors: Olivier
authors: O
authors: Baudoin
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D008024:Ligands; D008968:Molecular Conformation; D010165:Palladium / Q000737:chemistry*
chemical_list: D000588:Amines; D008024:Ligands; D010165:Palladium
keywords: CC coupling; arylation; cross-coupling; density functional calculations; palladium