Palladium-Catalyzed Asymmetric Tandem Carbonylation–Heck Reaction of Cyclopentenes to Access Chiral Bicyclo[3.2.1]octenes
A palladium-catalyzed asymmetric tandem carbonylation-Heck reaction of cyclopentenes with carbon monoxide (CO) has been disclosed. This desymmetrization procedure afforded a series of bicyclo[3.2.1]octenes with one chiral quaternary and one tertiary carbon center in good yields with good enantioselectivities. This reaction proceeds via an acyl-palladium intermediate, followed by migratory insertion of the alkenes.
Authors
- Shang Gao (ORCID: https://orcid.org/0000-0001-8166-5503)
- Aijun Lin (ORCID: https://orcid.org/0000-0001-5786-4537)
- Pengyun Liu
- Baihui Gong
- Hequan Yao (ORCID: https://orcid.org/0000-0003-4865-820X)
- Hongyue Dong
Institutions
- China Pharmaceutical University (CN)
- State Key Laboratory of Natural Medicine
Publication Details
- Journal
- Organic Letters
- Published
- 2024-09-23
- DOI
- https://doi.org/10.1021/acs.orglett.4c02719
- Citations
- 3
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- National Natural Science Foundation of China
- State Key Laboratory of Natural Medicines
- Fundamental Research Funds for the Central Universities