Asymmetric Bromination/Semipinacol Rearrangement Enabled by Brønsted Acids of Stereogenic-at-Cobalt(III) Complexes
On the basis of the chiral ion pair between catalytic anionic stereogenic-at-cobalt(III) complexes and halonium ion intermediates, an asymmetric halogenation/semipinacol rearrangement reaction has been established using <i>N</i>-bromosuccinimide as the halogen source. This protocol provides an alternative approach for accessing a diverse set of chiral β-bromocycloketones in good yields with high enantioselectivities (≤96% yield, 95.5:4.5 er).
Authors
- Hua‐Jie Jiang
- Liu‐Zhu Gong (ORCID: https://orcid.org/0000-0001-6099-827X)
- Jie Yu (ORCID: https://orcid.org/0000-0002-9968-1429)
- Yue Shen
Institutions
- University of Science and Technology of China (CN)
- Anhui Agricultural University (CN)
- Hefei National Center for Physical Sciences at Nanoscale (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-10-03
- DOI
- https://doi.org/10.1021/acs.joc.4c01872
- Citations
- 2
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.50
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Anhui Province