Asymmetric Synthesis of Chiral Diamines via a Low-Loading Ir-Catalyzed Umpolung Allylation of Imines

A general and mild method for the synthesis of homoallylic 1,2-diamines from α-amino aldimines is reported. This method capitalizes on a low-loading iridium-catalyzed asymmetric umpolung allylation of imines and the following facile 2-aza-Cope rearrangement. The reagents are derived from readily available starting materials, and the catalytic system enables efficient construction of chiral vicinal diamines under mild conditions with broad functional group tolerance.