Chiral α-Aminophosphonates as Ligands in Copper-Catalyzed Asymmetric Oxidative Coupling of 2-Naphthols
Qian-Ming Zuo, Ming‐Ying Wu, Li‐Biao Han, Shang‐Dong Yang
Abstract
Chiral α-aminophosphonates with adjacent carbon and phosphonate stereogenic centers have been employed as ligands in the copper-catalyzed oxidative coupling of 2-naphthols, resulting in the production of chiral BINOLs in favorable yields and moderate to good enantiomeric excess. This represents the first application of chiral P-based ligands to enable such a transformation. The synthesis of these chiral α-aminophosphonate ligands offers a significant advantage over approaches that typically necessitate elaborate synthetic processes for chiral ligand production.
Topics & Concepts
StereocenterChemistryCatalysisEnantiomerPhosphonateChiral ligandEnantioselective synthesisCombinatorial chemistryLigand (biochemistry)Oxidative coupling of methaneOxidative phosphorylationCopperStereochemistryOrganic chemistryReceptorBiochemistryAxial and Atropisomeric Chirality SynthesisAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization Methods