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


ABSTRACT: 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.

SUBMITTER: Shaaban S 

PROVIDER: S-EPMC7735750 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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

Shaaban Saad S   Li Houhua H   Otte Felix F   Strohmann Carsten C   Antonchick Andrey P AP   Waldmann Herbert H  

Organic letters 20201113 23


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 Rh<i>Jas</i>Cp complex for the synthesis of the biaryl atropisomer  ...[more]

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