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

TETRAHEDRON

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Article

Gilbert, Sophie H.¹  Tin, Sergey^1,3  Fuentes, Jose A.¹  Fanjul, Tamara²  Clarke, Matthew L.¹ 

[1] Univ St Andrews, Sch Chem, EaStCHEM, St Andrews KY16 9ST, Fife, Scotland

[2] Dr Reddys Labs EU Ltd, Unit 410 Cambridge Sci Pk,Milton Rd, Cambridge CB4 0PE, England

[3] Univ Rostock, Leibniz Inst Katalyse EV, D-18059 Rostock, Germany

关键词: Enamine hydrogenation;    Electronic effects;    Enantioselective hydrogenation;    Planar chirality;    Deuterium labelling;   

DOI  :  10.1016/j.tet.2020.131863

来源: Elsevier

【 摘 要 】

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.

【 授权许可】

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