期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 20, 页码 5888-5892出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201802492
关键词
chiral ligands; cycloaddition; imines; nitroolefins; umpolung
资金
- NNSFC [21772052, 21772053, 21622201, 21472057]
- Program of Introducing Talents of Discipline to Universities of China (111 Program) [B17019]
- Foundation for the Author of National Excellent Doctoral Dissertation of PR China [201422]
- Natural Science Foundation of Hubei Province [2015CFA033, 2017AH047]
A copper-catalyzed regio-reversed asymmetric [3+2] cycloaddition of iminoesters with nitroolefins is disclosed for the first time. This method enables the facile synthesis of polysubstituted chiral pyrrolidines bearing at least one chiral quaternary center in high yields with excellent regio-, diastereo-, and enantioselectivity. The application of chiral P,S ligands and the unique effect of alpha-aryl groups on the iminoesters are key to the success of this method. The practicality and versatility of the reaction are also demonstrated.
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