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Issue 1, 2009
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Asymmetric transfer hydrogenation of imines catalyzed by a polymer-immobilized chiral catalyst

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Abstract

The asymmetric transfer hydrogenation of imines was performed with the use of a polymer-immobilized chiral catalyst. The chiral catalyst, prepared from crosslinked polystyrene-immobilized chiral 1,2-diamine monosulfonamide, was effective in the asymmetric transfer hydrogenation of N-benzyl imines in CH2Cl2 to give a chiral amine in high yield and good enantioselectivity. Furthermore, an amphiphilic polymeric catalyst prepared from crosslinked polystyrene containing sulfonated groups successfully catalyzed the asymmetric transfer hydrogenation of cyclic imines in water. Enantioenriched secondary amines with up to 94% ee were obtained by using a polymeric catalyst.

Graphical abstract: Asymmetric transfer hydrogenation of imines catalyzed by a polymer-immobilized chiral catalyst

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Publication details

The article was received on 03 Sep 2008, accepted on 06 Oct 2008 and first published on 06 Nov 2008


Article type: Paper
DOI: 10.1039/B815407B
Citation: Org. Biomol. Chem., 2009,7, 69-75

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    Asymmetric transfer hydrogenation of imines catalyzed by a polymer-immobilized chiral catalyst

    N. Haraguchi, K. Tsuru, Y. Arakawa and S. Itsuno, Org. Biomol. Chem., 2009, 7, 69
    DOI: 10.1039/B815407B

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