title: Axially chiral P-N ligands for the copper catalyzed beta-borylation of alpha,beta-unsaturated esters.
abstract: The synthesis and resolution of a new axially chiral Quinazolinap ligand are reported. The application of this and other related P-N ligands to the copper catalyzed beta-borylation of alpha,beta-unsaturated esters resulted in conversions of up to 100% and ee values of up to 79%. A diastereomerically pure palladacycle of the new ligand was characterised by X-ray crystallography.
authors.affiliation: Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, UCD Conway Institute, University College Dublin, Belfield, Dublin 4, Ireland.
authors.forename: William J
authors.initials: WJ
authors.lastname: Fleming
authors.forename: Helge
authors.initials: H
authors.lastname: Müller-Bunz
authors.forename: Vanesa
authors.initials: V
authors.lastname: Lillo
authors.forename: Elena
authors.initials: E
authors.lastname: Fernández
authors.forename: Patrick J
authors.initials: PJ
authors.lastname: Guiry
mesh_terms: D001895:Boron / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004952:Esters / Q000737:chemistry*; D008024:Ligands; D008958:Models, Molecular; D008968:Molecular Conformation; D009584:Nitrogen / Q000737:chemistry*; D010758:Phosphorus / Q000737:chemistry*; D011799:Quinazolines / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D004952:Esters; D008024:Ligands; D011799:Quinazolines; D010758:Phosphorus; D003300:Copper; D009584:Nitrogen; D001895:Boron