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Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex

[Image: see text] Axially chiral atropisomeric compounds are widely applied in asymmetric catalysis and medicinal chemistry, and efficient methods for their synthesis are in high demand. This applies in particular to atropisomers derived from five-membered aromatic rings because their lower barrier...

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Detalles Bibliográficos
Autores principales: Shaaban, Saad, Li, Houhua, Otte, Felix, Strohmann, Carsten, Antonchick, Andrey P., Waldmann, Herbert
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7735750/
https://www.ncbi.nlm.nih.gov/pubmed/33186042
http://dx.doi.org/10.1021/acs.orglett.0c03355
Descripción
Sumario:[Image: see text] Axially chiral atropisomeric compounds are widely applied in asymmetric catalysis and medicinal chemistry, and efficient methods for their synthesis are in high demand. This applies in particular to atropisomers derived from five-membered aromatic rings because their lower barrier for rotation among the biaryl axis limits their asymmetric synthesis. We report here an enantioselective C–H functionalization method using our chiral RhJasCp complex for the synthesis of the biaryl atropisomer types that can be accessed from three different five-membered-ring heterocycles.