Construction of Spiro[pyrrolidine-azlactone] via [2 + 3] Cycloaddition of Alkylidene Azlactone with Trifluoromethylated Imine
A Ag-catalyzed [2 + 3] cycloaddition of alkylidene azlactones with trifluoromethylated imines has been documented, providing spiro[pyrrolidine-azlactones] bearing four adjacent stereogenic centers with good yields and excellent diastereoselectivities. Catalytic asymmetric cycloaddition has also been developed with good yields and excellent enantioselectivities. Further gram-scale preparation and synthetic transformation to pyrrolidine derivative showed the good practicality and applicability of this reaction.
Authors
- Lesong Li
- Yang Wang (ORCID: https://orcid.org/0000-0003-2054-9394)
- Xia Wang (ORCID: https://orcid.org/0000-0002-3769-1293)
Institutions
- Qingdao National Laboratory for Marine Science and Technology (CN)
- Ocean University of China (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-11-13
- DOI
- https://doi.org/10.1021/acs.joc.4c02093
- Citations
- 5
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.04
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Shandong Province
- Taishan Scholar Project of Shandong Province
- Qingdao National Laboratory for Marine Science and Technology
- National Key Research and Development Program of China
- Fundamental Research Funds for the Central Universities