Issue 80, 2015

Asymmetric reduction of imines with trichlorosilane catalyzed by valine-derived formamide immobilized onto magnetic nano-Fe3O4

Abstract

Magnetic nano-Fe3O4-supported organocatalysts were synthesized by anchoring valine-derived formamide onto the surface of Fe3O4 magnetic nanoparticles, which were applied in the asymmetric reduction of imines with trichlorosilane at room temperature in toluene. The high level of yield and enantioselectivity catalyzed by magnetic nano-Fe3O4-supported organocatalysts was obtained. In the immobilization process, CuI-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC) “click chemistry” was used as the anchored bridge. The magnetic nanoparticles can simplify the recovery of the organocatalyst and its separation from the reaction system. By an external magnet, the catalyst can be recycled and reused five times without a remarkable activity decline.

Graphical abstract: Asymmetric reduction of imines with trichlorosilane catalyzed by valine-derived formamide immobilized onto magnetic nano-Fe3O4

Supplementary files

Article information

Article type
Communication
Submitted
08 May 2015
Accepted
27 Jul 2015
First published
27 Jul 2015

RSC Adv., 2015,5, 65402-65407

Asymmetric reduction of imines with trichlorosilane catalyzed by valine-derived formamide immobilized onto magnetic nano-Fe3O4

X. Ge, C. Qian, X. Ye and X. Chen, RSC Adv., 2015, 5, 65402 DOI: 10.1039/C5RA08516K

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