1. Nickel‐Catalyzed Enantioselective Reductive Amination of Ketones with Both Arylamines and Benzhydrazide
- Author
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Li Hui Lim, Pratanphorn Chuanprasit, Hajime Hirao, Peng Yang, and Jianrong Steve Zhou
- Subjects
Decarboxylation ,Formic acid ,Hydride ,010405 organic chemistry ,Enantioselective synthesis ,General Chemistry ,General Medicine ,Transfer hydrogenation ,010402 general chemistry ,Reductive amination ,01 natural sciences ,Catalysis ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Organic chemistry ,Formate - Abstract
An asymmetric reductive amination of ketones using both arylamines and benzhydrazide in the presence of nickel catalysts was developed. A one-pot synthesis of tetrahydroquinoxalines was also developed starting directly from α-ketoaldehydes and 1,2-diaminobenzene. Formic acid was used as a safe and economic surrogate for high-pressure hydrogen gas. Strongly σ-donating bis(alkylphosphine)s are crucial ancillary ligands for both stereoselective hydride insertion and decarboxylation of the formate.
- Published
- 2016
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