Organocatalytic Diastereo- and Enantioselective Synthesis of Chlorinated and Trifluoromethylated Pyrrolidines Featuring a Removable Nitro Group
A new concept was reported to use nitro as a removable activating group for the stereoselective construction of chlorinated stereogenic centers. This was proven by the enantioselective (3 + 2) cycloaddition of isatin-derived 1,3-dipoles and chloronitroalkenes, affording a series of spiro-oxindoles featuring four consecutive stereogenic centers including one that is chlorinated.
Authors
- Xiaoze Bao (ORCID: https://orcid.org/0000-0003-3682-2674)
- Xiangfeng Duan (ORCID: https://orcid.org/0000-0002-4321-6288)
- Xuanrong Sun (ORCID: https://orcid.org/0000-0001-5414-9300)
- Damien Bonne (ORCID: https://orcid.org/0000-0003-4479-4626)
- Jiangwei Pan (ORCID: https://orcid.org/0000-0003-0397-8971)
- Guishun Bai
- Zeyu Wang (ORCID: https://orcid.org/0000-0001-7863-1070)
- Yang Yang (ORCID: https://orcid.org/0000-0002-3842-4744)
- Hong Wang (ORCID: https://orcid.org/0000-0003-0058-060X)
- Mengyuan Wu (ORCID: https://orcid.org/0000-0002-4213-7174)
- Jean Rodriguez (ORCID: https://orcid.org/0000-0002-0094-3709)
Institutions
- Centre National de la Recherche Scientifique (FR)
- Yangtze River Pharmaceutical Group (China) (CN)
- Centrale Méditerranée (FR)
- Artificial Intelligence in Medicine (Canada) (CA)
- Zhejiang University of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-07-14
- DOI
- https://doi.org/10.1021/acs.orglett.5c02233
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- National Key Research and Development Program of China