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Nickel-Catalyzed Enantioselective Hydroboration of Enamides
Jia-Xin Li1, Wei-Ze Zhuo1, Mingyu Jiang1
1College of Pharmacy, Tianjin Key Laboratory of Molecular Drug Research, State Key Laboratory of Medical Chemical Biology, Tianjin Stomatological Hospital and Tianjin Key Laboratory of Oral and Maxillofacial Function Reconstruction, School of Medicine and Institute of Stomatology, Nankai University, Tianjin 300350, P. R. China.
None:
Enantioselective hydroboration of alkenes has become a powerful strategy for the synthesis of enantioenriched alkylboron compounds. However, analogous reactions involving electron-rich internal alkenes, such as enamides, remain largely underdeveloped and mainly limited to precious rhodium catalysis. Herein, we reported the first nickel-catalyzed enantioselective hydroboration of unactivated enamides, affording medicinally valuable β-amino boronates with high regio- and enantioselectivity (>20:1 r.r. and up to 96% ee). This earth-abundant metal system employs commercially available metal catalysts and ligands and operates under mild conditions, providing a practical and efficient platform for synthetic and medicinal chemistry.
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