Issue 1, 2009

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

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

Supplementary files

Article information

Article type
Paper
Submitted
03 Sep 2008
Accepted
06 Oct 2008
First published
06 Nov 2008

Org. Biomol. Chem., 2009,7, 69-75

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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