Citation: Xiuhua Wang, Jianrong Steve Zhou. A dicationic nickel complex-catalyzed asymmetric synthesis of chiral benzylic amines: Evolution from reductive amination to borrowing hydrogen reaction[J]. Chinese Chemical Letters, ;2026, 37(2): 111148. doi: 10.1016/j.cclet.2025.111148 shu

A dicationic nickel complex-catalyzed asymmetric synthesis of chiral benzylic amines: Evolution from reductive amination to borrowing hydrogen reaction

Xiuhua Wang ,
Jianrong Steve Zhou ^*,

State Key Laboratory of Chemical Oncogenomics, Shenzhen Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055, China

jrzhou@pku.edu.cn

Received Date: 25 November 2024
Revised Date: 10 March 2025
Accepted Date: 26 March 2025
Available Online: 26 March 2025

Figures(6)

Chiral benzylic amines are important motifs in medicines. A dicationic nickel complex of chiral diphosphine (R)-Ph-BPE promotes highly enantioselective reductive amination of aryl alkyl ketones with arylamines using isopropanol as hydrogen source. The reaction is easily scaled up in a gram-scale synthesis using 1 mol% nickel catalyst and it is applied to an asymmetric synthesis of (S)-rivastigmine. Building on this success, we achieved rare examples of asymmetric hydrogen borrowing reactions with arylamines using an Earth-abundant 3d metal, nickel.
- Borrowing hydrogen reaction,
- Benzylic amine,
- Nickel catalysis,
- Reductive amination,
- Transfer hydrogenation,
- Dehydrogenation
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沈阳化工大学材料科学与工程学院沈阳 110142