Axially chiral P-N ligands for the copper catalyzed beta-borylation of alpha,beta-unsaturated esters.
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.
Fleming
William J
WJ
Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, UCD Conway Institute, University College Dublin, Belfield, Dublin 4, Ireland.
Müller-Bunz
Helge
H
Lillo
Vanesa
V
Fernández
Elena
E
Guiry
Patrick J
PJ
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
D004952:Esters; D008024:Ligands; D011799:Quinazolines; D010758:Phosphorus; D003300:Copper; D009584:Nitrogen; D001895:Boron