Palladium-Catalyzed Asymmetric Hydroesterification of α-Aryl Acrylic Acids to Chiral Substituted Succinates
Xiaolei Ji, Chaoren Shen, Xinxin Tian, Kaiwu Dong
Abstract
A palladium-catalyzed asymmetric hydroesterification of α-aryl acrylic acids with CO and alcohol was developed, preparing a variety of chiral α-substituted succinates in moderate yields with high ee values. The kinetic profile of the reaction progress revealed that the alkene substrate first underwent the hydroesterification followed by esterification with alcohol. The origin of the enantioselectivity was elucidated by density functional theory computation.
Topics & Concepts
ChemistryCatalysisAlkenePalladiumArylAlcoholSuccinatesAcrylic acidOrganic chemistrySubstrate (aquarium)Combinatorial chemistryPolymerCopolymerGeologyAlkylOceanographyAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and CatalysisCarbon dioxide utilization in catalysis