AI Article Synopsis

  • - The study discusses the enantioselective C-H alkylation of 8-ethylquinolines using a Rh catalyst and a chiral carboxylic acid, focusing on enones or acrolein as reactants.
  • - A specific binaphthyl-based chiral carboxylic acid is used to achieve the selective cleavage of the C(sp)-H bond under mild reaction conditions.
  • - The findings highlight the effectiveness of combining a high-valent group 9 metal catalyst with a chiral carboxylic acid for activating C-H bonds and forming C-C bonds in an enantioselective manner.

Article Abstract

The enantioselective C-H alkylation of 8-ethylquinolines with enones or acrolein using a Rh catalyst and a chiral carboxylic acid is described. Under mild reaction conditions, a binaphthyl-based chiral carboxylic acid enables the enantioselective cleavage of the 8-ethylquinoline C(sp)-H bond. The obtained results demonstrate the utility of the combination of a high-valent group 9 metal catalyst and a chiral carboxylic acid for the enantioselective C(sp)-H activation and the subsequent C-C bond formation.

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http://dx.doi.org/10.1021/acs.orglett.0c02872DOI Listing

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