Palladium/Xu-Phos-catalyzed asymmetric carboamination towards isoxazolidines and pyrrolidines

Abstract

An efficient palladium-catalyzed enantioselective carboamination reaction ofN-Boc-O-homoallyl-hydroxylamines andN-Boc-pent-4-enylamines with aryl or alkenyl bromides was developed, delivering various substituted isoxazolidines and pyrrolidines in good yields with up to 97% ee. The reaction features mild conditions, general substrate scope and scalability. The obtained products can be transformed into chiral 1,3-aminoalcohol derivatives without erosion of chirality. The newly identified Xu-Phos ligand bearing anortho-OiPr group is responsible for the good yield and high enantioselectivity.