Organocatalytic Kinetic Resolution of Ferroceno[<i>c</i>]isoquinolines through Asymmetric Transfer Hydrogenation
An efficient kinetic resolution of ferroceno-[<i>c</i>]-isoquinolines was realized through chiral phosphoric acid-catalyzed asymmetric transfer hydrogenation, affording the planar-chiral ferroceno-[<i>c</i>]-isoquinolines and planar-chiral <i>tert</i>-butyl ferroceno-[<i>c</i>]-isoquinoline-4-(5<i>H</i>)-carboxylates with a selectivity factor of up to 58. The <i>N</i>-Boc group could be easily removed from the reductive product. Moreover, the recovered materials could be transformed into various planar-chiral ferrocene-based bidentate ligands, which were successfully applied in several asymmetric catalytic reactions with excellent yields and enantioselectivities.
Authors
- Mu‐Wang Chen (ORCID: https://orcid.org/0000-0001-6493-1363)
- Rong‐Zhen Liao (ORCID: https://orcid.org/0000-0002-8989-6928)
- Yiqian Yang
- Yanjiang Yu
- Yong‐Gui Zhou (ORCID: https://orcid.org/0000-0002-3321-5521)
- Zheng Liu (ORCID: https://orcid.org/0000-0003-0700-4154)
Institutions
- Dalian Institute of Chemical Physics (CN)
- Chinese Academy of Sciences (CN)
- Dalian University of Technology (CN)
- Shanghai Institute of Organic Chemistry (CN)
- State Key Laboratory of Organometallic Chemistry
- Huazhong University of Science and Technology (CN)
Publication Details
- Journal
- JACS Au
- Published
- 2025-08-05
- DOI
- https://doi.org/10.1021/jacsau.5c00698
- Citations
- 1
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.54
Funders
- National Natural Science Foundation of China
- Dalian Medical University
- Dalian Institute of Chemical Physics