Aporphinol-Derived Chiral Phosphoric Acids: Synthesis and Catalytic Performance
A novel series of chiral phosphoric acid (CPA) catalysts based on a bioinspired aporphinol scaffold has been developed. The efficacy of these CPAs is demonstrated through enantioselective transfer hydrogenation of C2-substituted quinolines, achieving excellent enantioselectivities (93-99% enantiomeric excess). They also exhibit catalytic efficiency comparable to that of classic chiral phosphoric acids in the asymmetric Friedel-Crafts reaction and reduction of ketone. This work highlights the potential of aporphinol-based catalysts for diverse asymmetric transformations.
Authors
- Yong Qin (ORCID: https://orcid.org/0000-0003-3434-5747)
- Fei Xue (ORCID: https://orcid.org/0000-0001-7592-1451)
- B. Zhang
- Ran Li (ORCID: https://orcid.org/0000-0002-8139-6080)
- Jun Zhao (ORCID: https://orcid.org/0000-0002-1808-0657)
- Shuo Tan (ORCID: https://orcid.org/0009-0007-9044-0438)
- Yue Li (ORCID: https://orcid.org/0000-0002-3972-0692)
- Hao Song (ORCID: https://orcid.org/0000-0002-2106-5810)
- Xiaomei Shi
Institutions
- Sichuan University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-04-18
- DOI
- https://doi.org/10.1021/acs.orglett.5c00940
- Citations
- 1
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Sichuan Province