Asymmetric hydrogenation of ketones using Ir(III) complexes of N-alkyl- N’-tosyl-1,2-ethanediamine ligands

The combination of an enantiomerically pure N′-alkylated derivative of N-4-toluenesulfonyl-1,2-diphenylethane-1,2-diamine (TsDPEN) with iridium trichloride results in the formation of a catalyst with high selectivity for ketone hydrogenation. Products with enantiomeric excesses of up to 84% were for...

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Bibliographic Details
Published inTetrahedron letters Vol. 50; no. 6; pp. 688 - 692
Main Authors Martins, José E.D., Morris, David J., Wills, Martin
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 11.02.2009
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Summary:The combination of an enantiomerically pure N′-alkylated derivative of N-4-toluenesulfonyl-1,2-diphenylethane-1,2-diamine (TsDPEN) with iridium trichloride results in the formation of a catalyst with high selectivity for ketone hydrogenation. Products with enantiomeric excesses of up to 84% were formed. The best results were obtained using a ligand with an n-alkyl chain and ortho-substituted acetophenone derivatives and other hindered derivatives.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2008.11.101