Enantioselective Palladium-Catalyzed Domino Carbonylative Heck Esterification of o -Iodoalkenylbenzenes with Arylboronic Acids.
Yao-Du ZhangMing ChenYang LiBo-Wen LiuZhi-Hui RenZheng-Hui GuanPublished in: Organic letters (2023)
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.