Synthesis of Chiral Aziridine Alcohols via Parallel Kinetic Resolutions
We present a parallel kinetic resolution (PKR) of racemic 2H-azirines via zinc-catalyzed direct nucleophilic additions to the C=N double bonds with 2-hydroxyacetophenones. Two sets of separable diastereomers of chiral aziridine alcohols bearing three adjacent stereocenters are prepared with high enantioselectivity. Diastereodivergent synthesis of four stereoisomers is realized by switching the absolute configurations of the chiral ligand. Control experiments and DFT calculations are carried out to shed light on the stereochemical models during the PKR progress.
Authors
- Shi‐Kun Jia (ORCID: https://orcid.org/0000-0001-6973-6727)
- Guang‐Jian Mei (ORCID: https://orcid.org/0000-0002-8248-2327)
- Hua Xie (ORCID: https://orcid.org/0000-0003-2091-6457)
- Xiang-Tao Kong
- Xiao-Ge Wang
Institutions
- Guizhou University (CN)
- Dalian Institute of Chemical Physics (CN)
- Chinese Academy of Sciences (CN)
- Zhengzhou University (CN)
- Shanghai Pesticide Research Institute (CN)
- Anyang Normal University (CN)
Publication Details
- Journal
- ACS Catalysis
- Published
- 2026-04-16
- DOI
- https://doi.org/10.1021/acscatal.6c01254
- Primary Topic
- Synthesis and Catalytic Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Henan Province