Chiral Phosphoric Acid-Catalyzed Hydrolytic Parallel Kinetic Resolution of Racemic Epoxides and Activated Alcohols
We report a chiral phosphoric acid-catalyzed hydrolytic parallel kinetic resolution (HPKR) of racemic epoxides and activated alcohols. Using an acyloxy-assisted activation strategy, this method enables the highly stereocontrolled hydrolysis under mild conditions. A wide range of aryl-substituted epoxides and activated secondary alcohols were effectively transformed, providing corresponding chiral alcohols with combined yields of up to 99% and enantiomeric ratios exceeding 99:1.
Authors
- Shangzhong Liu (ORCID: https://orcid.org/0000-0002-7458-6636)
- Yu‐Shi He (ORCID: https://orcid.org/0000-0001-9971-8474)
- Juan Liu (ORCID: https://orcid.org/0000-0002-8456-203X)
- Xuesong Liu (ORCID: https://orcid.org/0000-0002-7736-0077)
- Yi-Ying Du
- Yan Liang (ORCID: https://orcid.org/0000-0003-2976-885X)
- Yiming Cao (ORCID: https://orcid.org/0000-0001-9929-8561)
- Long-Hui Gai
Institutions
- State Forestry and Grassland Administration (CN)
- China Agricultural University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-02-18
- DOI
- https://doi.org/10.1021/acs.orglett.4c04603
- Citations
- 3
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- National Key Research and Development Program of China