Palladium‐Catalyzed Construction of Phthalides Bearing Two Adjacent Stereocenters through Retro‐oxa‐Michael Addition
Comprehensive Summary Optically active phthalides are prevalent in many natural and bioactive products. Herein, a novel dynamic kinetic resolution of isobenzofuranone derivatives through palladium‐catalyzed asymmetric allylic alkylation has been developed to synthesize phthalide derivatives bearing vicinal quaternary and tertiary stereocenters with high yields, showing excellent chemo‐, enantio‐ and diastereoselectivity. Furthermore, gram‐scale experiment underwent smoothly and the transformation of product could build a bridged bicyclic skeleton.
Authors
- Lixia Liu (ORCID: https://orcid.org/0000-0002-5886-0105)
- Yong‐Gui Zhou (ORCID: https://orcid.org/0000-0002-3321-5521)
- Tong Niu (ORCID: https://orcid.org/0000-0001-5813-4608)
- Yuqing Bai (ORCID: https://orcid.org/0009-0004-1428-3459)
Institutions
- Dalian Institute of Chemical Physics (CN)
- Chinese Academy of Sciences (CN)
- Shanghai Institute of Organic Chemistry (CN)
- University of Chinese Academy of Sciences (CN)
Publication Details
- Journal
- Chinese Journal of Chemistry
- Published
- 2024-08-21
- DOI
- https://doi.org/10.1002/cjoc.202400612
- Citations
- 1
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.16
Funders
- National Natural Science Foundation of China
- Dalian Institute of Chemical Physics
- National Key Research and Development Program of China