Organocatalytic asymmetric electrophilic tandem selenylation semipinacol rearrangement of 1-(1-arylvinyl)cyclobutanols
Chiral BINAM-derived sulfide and boron trifluoride etherate cocatalyzed enantioselective electrophilic selenylation/semipinacol rearrangement of 1-(1-arylvinyl)cyclobutanols was developed for the first time. Various selenium-containing cyclopentanones were obtained in moderate to excellent yields with good enantioselectivities. Moreover, a chiral quaternary carbon center was efficiently constructed <i>via</i> this reaction.
Authors
- Zhi‐Min Chen (ORCID: https://orcid.org/0000-0002-6988-8955)
- Hua Ke (ORCID: https://orcid.org/0000-0001-7970-6337)
- Tong‐Mei Ding (ORCID: https://orcid.org/0000-0002-2546-961X)
- Ren‐Fei Cao
- Zhiwei Wei (ORCID: https://orcid.org/0000-0002-1304-4243)
- S. LI (ORCID: https://orcid.org/0009-0005-1340-3815)
Institutions
- Shanghai Jiao Tong University (CN)
- Pingxiang University (CN)
Publication Details
- Journal
- Chemical Communications
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5cc01919b
- Citations
- 3
- Primary Topic
- Organoselenium and organotellurium chemistry
- Type
- article
- Field-Weighted Citation Impact
- 3.92
Funders
- Natural Science Foundation of Shanghai
- National Natural Science Foundation of China
- Fundamental Research Funds for the Central Universities