Enantioselective Palladium-Catalyzed Domino Carbonylative Heck Esterification of o-Iodoalkenylbenzenes with Arylboronic Acids.

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.