Rhodium catalysts derived from a fluorinated phanephos ligand are highly active catalysts for direct asymmetric reductive amination of secondary amines
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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.
Gilbert , S H , Tin , S , Fuentes , J A , Fanjul , T & Clarke , M L 2020 , ' Rhodium catalysts derived from a fluorinated phanephos ligand are highly active catalysts for direct asymmetric reductive amination of secondary amines ' , Tetrahedron , vol. In Press , 131863 . https://doi.org/10.1016/j.tet.2020.131863
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DescriptionWe would like to thank the University of St Andrews, and the EPSRC Centre for Doctoral Training in Critical Resource Catalysis (CRITICAT) for financial support [Ph.D. studentship to SHG (PhD 2019); Grant code: EP/L016419/1], and Dr Reddys (EU Ltd.) for co-supporting a University studentship to ST (PhD 2017).
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