Rhodium catalysts derived from a fluorinated phanephos ligand are highly active catalysts for direct asymmetric reductive amination of secondary amines

Sophie H. Gilbert, Sergey Tin, José A. Fuentes, Tamara Fanjul, Matthew L. Clarke*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)
4 Downloads (Pure)

Abstract

An asymmetric hydrogenation of enamines is efficiently catalysed by rhodium complexed with a fluorinated version of the planar chiral paracyclophane-diphosphine ligand, Phanephos. This catalyst was shown to be very active, with examples operating at just 0.1 mol% of catalyst. This catalyst was then successfully adapted to Direct Asymmetric Reductive Amination, leading to the formation of several tertiary amines with moderate e.e., if activated ketone/amine partners are used.
Original languageEnglish
Article number131863
JournalTetrahedron
VolumeIn Press
Early online date10 Dec 2020
DOIs
Publication statusE-pub ahead of print - 10 Dec 2020

Keywords

  • Enamine hydrogenation
  • Electronic effects
  • Enantioselective hydrogenation
  • Planar chirality
  • Deuterium labelling

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