Palladium-Catalyzed Enantioselective Cyclization of 1,6-Enynes to Access Chiral γ-Butyrolactam
A palladium-catalyzed asymmetric chlorocyclization of 1,6-enynes has been described. Controlling the chloride ion concentration in the system by substrate design is the key to achieving asymmetric chlorinated cyclization. In the presence of Pd(PhCN)<sub>2</sub>Cl<sub>2</sub> and chiral phosphoramidite ligands, the reaction accesses diverse chiral (<i>E</i>)-α-chloromethylene-γ-butyrolactams with excellent <i>E</i> selectivity and enantioselectivity. The strategy features simple operations and mild conditions, offering a practical and reliable route for the synthesis of chiral butyrolactam compounds.
Authors
- Wanqing Wu (ORCID: https://orcid.org/0000-0001-5151-7788)
- Huanfeng Jiang (ORCID: https://orcid.org/0000-0002-4355-0294)
- Liren Zhang (ORCID: https://orcid.org/0009-0002-1649-0393)
- Junlong Tang
- Yuan-Fang Wang (ORCID: https://orcid.org/0009-0004-8390-0561)
Institutions
- Key Laboratory of Guangdong Province (CN)
- South China University of Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-12-25
- DOI
- https://doi.org/10.1021/acs.joc.4c02477
- Citations
- 3
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- National Natural Science Foundation of China
- National Key Research and Development Program of China
- Basic and Applied Basic Research Foundation of Guangdong Province