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- Title
Nickel-Catalyzed Enantioselective Reductive Amination of Ketones with Both Arylamines and Benzhydrazide.
- Authors
Yang, Peng; Lim, Li Hui; Chuanprasit, Pratanphorn; Hirao, Hajime; Zhou, Jianrong (Steve)
- 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.
- Subjects
KETONES; AROMATIC amines; FORMIC acid; NICKEL catalysts; HYDROGEN
- Publication
Angewandte Chemie International Edition, 2016, Vol 55, Issue 39, p12083
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201606821