Ir-Catalyzed Asymmetric Cascade Reaction for Enantioselective Synthesis of Short Chain Aliphatic β-Amino Alcohols and Vicinal Diamines
Bai-Lin Wang , Kehan Qian , Chuan Wang , Yan-Qi Ma , Huang-Jie Zhou , Xing-Wang Wang
Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (23) : 3287 -3294.
Chiral β-amino alcohols and vicinal diamine structures are undoubtedly important and ubiquitous backbones in pharmaceutical drugs and natural products. Herein, an iridium-catalyzed asymmetric cascade ring-opening/allylic amination reaction was developed between vinyl heterocyclic propanes and aromatic or aliphatic amine derivatives, which delivered optically active β-amino alcohols and vicinal diamines in good yields with excellent enantioselectivities. The reported transformations were provided with broad amino substrate scope and substituent tolerance, and the synthetic utility was also demonstrated by robust and downstream transformations. The current protocol established a practical synthetic platform for diverse optically active four carbon aliphatic amino alcohols and vicinal diamines.
Asymmetric catalysis / Chiral β-amino alcohols / Chiral vicinal diamines / Phox/Ir catalysis / Chirality / Enantioselectivity / Amination
2025 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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