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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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
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author Shaaban, Saad
Li, Houhua
Otte, Felix
Strohmann, Carsten
Antonchick, Andrey P.
Waldmann, Herbert
author_facet Shaaban, Saad
Li, Houhua
Otte, Felix
Strohmann, Carsten
Antonchick, Andrey P.
Waldmann, Herbert
author_sort Shaaban, Saad
collection PubMed
description [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.
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spelling pubmed-77357502020-12-15 Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex Shaaban, Saad Li, Houhua Otte, Felix Strohmann, Carsten Antonchick, Andrey P. Waldmann, Herbert Org Lett [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. American Chemical Society 2020-11-13 2020-12-04 /pmc/articles/PMC7735750/ /pubmed/33186042 http://dx.doi.org/10.1021/acs.orglett.0c03355 Text en © 2020 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Shaaban, Saad
Li, Houhua
Otte, Felix
Strohmann, Carsten
Antonchick, Andrey P.
Waldmann, Herbert
Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex
title Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex
title_full Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex
title_fullStr Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex
title_full_unstemmed Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex
title_short Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex
title_sort enantioselective synthesis of five-membered-ring atropisomers with a chiral rh(iii) complex
url 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
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