Asymmetric Formal [5 + 2] Annulation of 3-Hydroxyquinolinones and Vinylethylene Carbonates through Pd/Cu Tandem Catalysis
The asymmetric [5 + 2] cycloaddition of VECs remains to be comparatively rare. Herein, we reported an enantioselective formal [5 + 2] annulation of 3-hydroxyquinolinones and vinylethylene carbonates (VECs) through Pd- and Cu-catalyzed tandem allylation/asymmetric [1,3]-rearrangement/hemiketalization sequences. The strategy exhibits good substrate tolerance, affording a wide range of tricyclic quinolinones bearing two adjacent quaternary stereocenters in moderate to good yields with excellent enantioselectivities.
Authors
- Yuqiao Zhou (ORCID: https://orcid.org/0000-0003-3490-4182)
- Yi Ge (ORCID: https://orcid.org/0000-0002-1037-3834)
- Weijun Yao (ORCID: https://orcid.org/0000-0001-6463-2937)
- Zongli Xiong (ORCID: https://orcid.org/0000-0002-6322-5536)
- Zhen Wang (ORCID: https://orcid.org/0000-0002-1165-2552)
- Heping Li (ORCID: https://orcid.org/0000-0001-8284-0449)
- Jun Deng (ORCID: https://orcid.org/0000-0002-6547-0244)
Institutions
- Zhejiang Sci-Tech University (CN)
- Hengyang Normal University (CN)
- Chongqing University (CN)
- Hunan Normal University (CN)
- Sichuan University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-11-21
- DOI
- https://doi.org/10.1021/acs.orglett.4c03956
- Citations
- 4
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 1.00
Funders
- Fundamental Research Funds for the Central Universities
- Natural Science Foundation of Zhejiang Province