Direct Asymmetric Hydrogenation of N-Methyl and N-Alkyl Imines with an Ir(III)H Catalyst

Ernest Salomó, Albert Gallen, Giuseppe Sciortino, Gregori Ujaque, Arnald Grabulosa, Agustí Lledós, Antoni Riera, Xavier Verdaguer

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Resum

Copyright © 2018 American Chemical Society. A novel cationic [IrH(THF)(P,N)(imine)] [BAr F ] catalyst containing a P-stereogenic MaxPHOX ligand is described for the direct asymmetric hydrogenation of N-methyl and N-alkyl imines. This is the first catalytic system to attain high enantioselectivity (up to 94% ee) in this type of transformation. The labile tetrahydrofuran ligand allows for effective activation and reactivity, even at low temperatures. Density functional theory calculations allowed the rationalization of the stereochemical course of the reaction.
Idioma originalEnglish
Pàgines (de-a)16967-16970
RevistaJournal of the American Chemical Society
Volum140
DOIs
Estat de la publicacióPublicada - 12 de des. 2018

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