Pd-Catalyzed Enantioselective Syntheses of Trisubstituted Allenes via Coupling of Propargylic Benzoates with Organoboronic Acids
Huanan Wang, Hongwen Luo, Zhan‐Ming Zhang, Wei‐Feng Zheng, Yu Yin, Hui Qian, Junliang Zhang, Shengming Ma
Abstract
Enabled by the newly developed ligand, Ming-Phos, the first example of palladium-catalyzed highly enantioselective coupling of racemic propargylic benzoates with organoboronic acids for chiral allenes synthesis has been developed. Excellent asymmetric induction has been achieved with a decent substrate scope. Synthetic potentials for the construction of polycyclic compounds with multiple chiral centers have been demonstrated.
Topics & Concepts
ChemistryBenzoatesEnantioselective synthesisCatalysisSubstrate (aquarium)Ligand (biochemistry)PalladiumCombinatorial chemistryOrganic chemistryChiral ligandScope (computer science)Coupling (piping)ReceptorProgramming languageMechanical engineeringComputer scienceOceanographyGeologyBiochemistryEngineeringCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCatalytic Cross-Coupling Reactions