Enantioselective Synthesis of Chiral Fluorinated Amines via Manganese-Catalyzed Asymmetric Hydrogenation
A highly enantioselective Mn-catalyzed hydrogenation of fluorinated imines has been realized. The success of this hydrogenation is attributed to the use of the chiral ferrocenyl P,N,N ligand bearing an additional chiral center at the pyridinylmethyl position. The hydrogenation displayed broad functional group tolerance, thus furnishing a wide range of optically active fluorinated amines with up to 98% enantiomeric excess. The utility of the methodology has been well-demonstrated by the scale-up of the asymmetric hydrogenation of <i>N</i>-(4'-methoxyphenyl)-ethan-2,2,2-trifluoro-1-phenyl-1-imine.
Authors
- Xin‐Dong Jiang (ORCID: https://orcid.org/0000-0002-9780-1124)
- Bicong Weng (ORCID: https://orcid.org/0000-0001-8693-0927)
- Ru‐Shi Liu (ORCID: https://orcid.org/0000-0002-1291-9052)
- Junqi Su
- Ying Yang (ORCID: https://orcid.org/0000-0002-2602-6191)
- Xiang‐Ping Hu (ORCID: https://orcid.org/0000-0002-8214-1338)
- Kaikai Zheng (ORCID: https://orcid.org/0000-0002-6795-1148)
- Gui‐Xin Cai (ORCID: https://orcid.org/0000-0001-6563-1602)
- Yahui Wang (ORCID: https://orcid.org/0000-0001-5229-5961)
- Hang Yin
- Mingdong Zhou (ORCID: https://orcid.org/0000-0001-9961-4296)
- Xin‐Hu Hu (ORCID: https://orcid.org/0009-0000-2792-5327)
- Jin Tao Guan
- Kangjun Wang (ORCID: https://orcid.org/0009-0001-3143-9804)
Institutions
- Dalian Institute of Chemical Physics (CN)
- Chinese Academy of Sciences (CN)
- Shenyang University of Chemical Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-28
- DOI
- https://doi.org/10.1021/acs.orglett.5c00560
- Citations
- 5
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 2.69
Funders
- National Natural Science Foundation of China
- Department of Education of Liaoning Province