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

Org Lett

Department of Nuclear Medicine, Laboratory of Clinical Nuclear Medicine, and Department of Radiology, Huaxi MR Research Center (HMRRC), Institution of Radiology and Medical Imaging, State Key Laboratory of Biotherapy and Cancer Center, West China Hospital, and School of Chemical Engineering, Sichuan

Published: August 2025


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Article Abstract

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.

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