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Synthesis 2021; 53(13): 2192-2200
DOI: 10.1055/s-0040-1706026
DOI: 10.1055/s-0040-1706026
feature
Rhodium(III)-Catalyzed Enantioselective Benzamidation of Cyclopropenes
This work was supported by the Max-Planck-Gesellschaft. S.S. thanks the Alexander von Humboldt Foundation for funding. H.L. is grateful to the Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung (Swiss National Science Foundation, SNSF) for an Early Postdoctoral Mobility fellowship (P2GEP2_168250). This work has been funded by the Deutsche Forschungsgemeinschaft (DFG, German Research Foundation) through the Heisenberg program (ME 4267/5-1; project no. 418661145).
Abstract
Cyclopropylamines are characteristic structural motifs found in a variety of natural products and pharmaceuticals and therefore engaging targets for the development of new methods for their synthesis. Herein the synthesis of enantioenriched cyclopropylamines through catalytic enantioselective C–H functionalization using a chiral RhJasCp complex is reported. The reaction proceeds under mild conditions with high enantiocontrol. This reaction enables access to cyclopropylamines with three contiguous stereocenters originating from the corresponding cyclopropenes.
Key words
rhodium catalysis - cyclopropenes - chiral cyclopentadiene - C–H activation - cyclopropylamineSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1706026.
- Supporting Information
Publication History
Received: 07 December 2020
Accepted after revision: 25 January 2021
Article published online:
18 February 2021
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