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

Research output: Contribution to journalArticleResearch

21 Citations (Scopus)

Abstract

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.
Original languageEnglish
Pages (from-to)16967-16970
JournalJournal of the American Chemical Society
Volume140
DOIs
Publication statusPublished - 12 Dec 2018

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