Enantioselective Palladium-Catalyzed Domino Carbonylative Heck Esterification of <i>o</i>-Iodoalkenylbenzenes with Arylboronic Acids
Yaodu Zhang, Ming Chen, Yang Li, Bowen Liu, Zhi‐Hui Ren, Zheng‐Hui Guan
Abstract
The current investigation presents an innovative palladium-catalyzed asymmetric carbonylative Heck esterification method. This approach facilitates the efficient synthesis of various chiral γ-ketoacid esters by utilizing o -alkenyliodobenzenes and arylboronic acids as primary substrates. This reaction achieves the creation of three carbon–carbon bonds, two carbon–oxygen bonds, and the establishment of a quaternary carbon center within a single step. The α-chiral γ-ketoacid esters were obtained in yields ranging from good to high yields, displaying enantiomeric excesses (ee’s) levels up to 92% under mild reaction conditions.
Topics & Concepts
ChemistryEnantioselective synthesisCatalysisPalladiumDominoQuaternary carbonCarbon fibersEnantiomerOrganic chemistryCombinatorial chemistryComposite numberMaterials scienceComposite materialCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsAsymmetric Synthesis and Catalysis