Ir/XuPhos-catalyzed direct asymmetric reductive amination of ketones with secondary amines

  • Zhou Luo
  • , Tianxiang Fan
  • , Jingyan Luo
  • , Yuanyuan Liu*
  • , Junliang Zhang*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

A diverse array of bidentate P-containing ligands has been developed for Ir-catalyzed asymmetric hydrogenation, but chiral monodentate phosphine ligands have remained comparatively underexplored. We herein report a novel iridium catalyst with XuPhos as a chiral monodentate phosphine ligand for the direct asymmetric reductive amination of ketones with secondary amines. This catalytic system tolerates a wide range of substrates, providing a series of chiral tertiary amines efficiently with high enantioselectivities. The high catalytic activity is attributed to the presence of the aliphatic cyclohexyl group on the P-atom and the relative configuration of the ligand, which is crucial for XuPhos to act as a monodentate P-ligand for iridium.

Original languageEnglish
Pages (from-to)6735-6741
Number of pages7
JournalOrganic Chemistry Frontiers
Volume11
Issue number23
DOIs
StatePublished - 5 Oct 2024

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