Journal
SYNTHESIS-STUTTGART
Volume 53, Issue 13, Pages 2192-2200Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1706026
Keywords
rhodium catalysis; cyclopropenes; chiral cyclopentadiene; C-H activation; cyclopropylamine
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Funding
- Max-Planck-Gesellschaft
- Alexander von Humboldt Foundation
- Schweizerischer Nationalfonds zur Forderung der Wissenschaftlichen Forschung (Swiss National Science Foundation, SNSF) [P2GEP2_168250]
- Deutsche Forschungsgemeinschaft (DFG, German Research Foundation) [ME 4267/5-1, 418661145]
- Swiss National Science Foundation (SNF) [P2GEP2_168250] Funding Source: Swiss National Science Foundation (SNF)
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The study reported a method for the catalytic enantioselective C-H functionalization for enantioenriched cyclopropylamines using a chiral RhJasCp complex. This method operates under mild conditions with high enantiocontrol, enabling access to cyclopropylamines with three contiguous stereocenters originating from the corresponding cyclopropenes.
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.
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