Asymmetric Synthesis of CF<sub>3</sub>-Substituted β-Hydroxyketones and 1,3-Diols by Engineered Ketoreductases
Chiral CF<sub>3</sub>-substituted β-hydroxy ketones and 1,3-diols were prepared via the ketoreductase-catalyzed asymmetric reduction of the corresponding benzoyl trifluoroacetones. The variants of two ketoreductases, LfSDR1 and CgKR1, were screened or engineered for stereocomplementary synthesis of CF<sub>3</sub>-substituted β-hydroxy ketones with up to >99% conversions and up to >99% enantiomeric excess (ee) values. In addition, the cascade reduction or one pot reduction of diketones could afford the CF<sub>3</sub>-substituted 1,3-diols with up to >99% ratios and >99% ee values.
Authors
- Jie Zhu (ORCID: https://orcid.org/0000-0003-3009-4135)
- Jiaxiang Lv
- Chenming Huang
- Jiaqi Wang (ORCID: https://orcid.org/0000-0003-3423-1328)
- Song You (ORCID: https://orcid.org/0000-0002-6553-6602)
- Yangyang Li (ORCID: https://orcid.org/0000-0001-8136-9130)
- Bin Qin (ORCID: https://orcid.org/0000-0002-9180-0550)
- Yingqian Jiang
- S. YU
Institutions
- Shenyang Pharmaceutical University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-03-20
- DOI
- https://doi.org/10.1021/acs.orglett.5c00685
- Citations
- 1
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.79
Funders
- National Natural Science Foundation of China
- Department of Education of Liaoning Province
- National Key Research and Development Program of China