AI Article Synopsis

  • - Cationic Ir(I)-complexes enhanced with chiral diphosphines facilitate a specific reaction (hydroalkenylative cross-coupling) between β-(arylamino)acrylates and both monosubstituted styrenes and α-olefins.
  • - The reaction's effectiveness is linked to the presence of an NH group, which is thought to form an iridium aza-enolate that helps in the C-C bond formation.
  • - This method achieves high levels of branched selectivity and enantioselectivity while maintaining complete atom economy, and the subsequent reduction of products leads to β-amino acids with adjacent stereocenters.

Article Abstract

Cationic Ir(I)-complexes modified with homochiral diphosphines promote the hydroalkenylative cross-coupling of β-(arylamino)acrylates with monosubstituted styrenes and α-olefins. The processes are dependent on the presence of an NH unit, and it is postulated that metalation of this generates an iridium aza-enolate that engages the alkene during the C-C bond forming event. The method offers high branched selectivity and enantioselectivity and occurs with complete atom economy. Diastereocontrolled reduction of the products provides β-amino acids that possess contiguous stereocenters.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11345758PMC
http://dx.doi.org/10.1021/jacs.4c07519DOI Listing

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