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

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 ee, if activated ketone/amine partners are used. (C) 2020 Elsevier Ltd. All rights reserved.

Automated summary

The asymmetric hydrogenation of enamines is efficiently catalyzed by a rhodium catalyst complexed with a fluorinated planar chiral paracyclophane-diphosphine ligand, showing high activity. This catalyst has also been successfully applied to Direct Asymmetric Reductive Amination, producing several tertiary amines with moderate enantioselectivity.