Stereoselective allylation of isatinimines with γ-substituted allylboronic acids

Abstract

A highly efficient asymmetric allylboration of isatinimines with γ-substituted allylboronic acids under metal-free conditions was disclosed. Employing chiral amino alcohol as the chirality controller, the reaction proceeded with high efficiency and excellent stereoselectivity, providing a broad range of chiral 3-allyl-3-hydroxyethylamino oxindoles containing adjacent quaternary–tertiary stereocenters in high yields with excellent diastereoselectivities (up to 92% yield, >20:1 d.r.)