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Desymmetrization–Addition Reaction of Cyclopropenes to Imines via Synergistic Photoredox and Cobalt Catalysis
- Source :
- Journal of the American Chemical Society; 20240101, Issue: Preprints
- Publication Year :
- 2024
-
Abstract
- Herein, we designed a reaction for the desymmetrization–addition of cyclopropenes to imines by leveraging the synergy between photoredox and asymmetric cobalt catalysis. This protocol facilitated the synthesis of a series of chiral functionalized cyclopropanes with high yield, enantioselectivity, and diastereoselectivity (44 examples, up to 93% yield and >99% ee). A possible reaction mechanism involving cyclopropene desymmetrization by Co–H species and imine addition by Co-alkyl species was proposed. This study provides a novel route to important chiral cyclopropanes and extends the frontier of asymmetric metallaphotoredox catalysis.
Details
- Language :
- English
- ISSN :
- 00027863 and 15205126
- Issue :
- Preprints
- Database :
- Supplemental Index
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Periodical
- Accession number :
- ejs66842544
- Full Text :
- https://doi.org/10.1021/jacs.4c07096