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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*

*Universitat Autònoma de Barcelona, Cerdanyola del Vallès, Barcelona 08193; Universitat de Barcelona, Martí i Franquès 1, 08028 Barcelona, Spain, Email: agustiklingon.uab.es, antoni.rierairbbarcelona.org

E. Salomó, A. Gallen, G. Sciortino, G. Ujaque, A. Grbulosa, A. Lledós, A. Riera, X. Verdaguer, J. Am. Chem. Soc., 2018, 140, 16360-16367.

DOI: 10.1021/jacs.8b11547 (free Supporting Information)



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Abstract

A cationic [IrH(THF)(P,N)(imine)][BArF] catalyst containing a P-stereogenic MaxPHOX ligand enables a direct asymmetric hydrogenation of N-methyl and N-alkyl imines with high enantioselectivity. The labile tetrahydrofuran ligand allows for effective activation and reactivity, even at low temperatures.

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Key Words

reduction of imines, hydrogen


ID: J48-Y2018