Sequential dynamic kinetic resolution achieved high diastereoselectivity and enantioselectivity in chiral vicinal diamines synthesis, showing its broad applicability.
Abstract The Ir/f-PNNO complex catalyzed sequential dynamic kinetic resolution (DKR) of 2,3-diamino-1,4-diones has been successfully achieved, yielding acyclic vicinal diamines with four contiguous stereocenters in high yields and excellent diastereo- and enantioselectivity (> 20:1 dr and > 99% ee). This method exhibits a wide substrate scope and high efficiency, rendering it valuable for synthesizing functionalized chiral vicinal diamines. A gram-scale reaction performed with high efficiency at just 0.1 mol% catalyst loading, along with successful product derivatization, demonstrated the synthetic utility of this methodology. Mechanistic studies revealed that a stepwise DKR process was involved in this transformation.
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Lv et al. (2025) studied this question.
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