Dearomatization of 3-Nitroindoles by a Phosphine-Catalyzed Enantioselective [3+2] Annulation Reaction
KAUST DepartmentKAUST Catalysis Center (KCC)
Physical Sciences and Engineering (PSE) Division
Chemical Science Program
Permanent link to this recordhttp://hdl.handle.net/10754/652993
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AbstractThe dearomatization of 3-nitroindoles through a chiral-phosphine-mediated [3+2] annulation reaction is described. This method makes use of readily available 3-nitroindoles as an aromatic feedstock and rapidly delivers a wide range of cyclopentaindoline alkaloid scaffolds in a highly enantioselective manner. Notably, phosphine-triggered cyclization has not been utilized previously in a dearomatization process.
CitationLi K, Gonçalves TP, Huang K-W, Lu Y (2019) Dearomatization of 3-Nitroindoles by a Phosphine-Catalyzed Enantioselective [3+2] Annulation Reaction. Angewandte Chemie International Edition 58: 5427–5431. Available: http://dx.doi.org/10.1002/anie.201900248.
SponsorsY.L. thanks the Singapore National Research Foundation, Prime Minister's Office for the NRF Investigatorship Award (R-143-000-A15-281). Financial support from the National University of Singapore (R-143-000-695-114) and the National Natural Science Foundation of China (21672158) is also gratefully acknowledged. The service of Ibex, Shaheen 2 High Performance Computing Facilities was provided to K.-W. H. with financial support from King Abdullah University of Science and Technology (KAUST).