Literature DB >> 18444681

Polymer-supported organocatalysts: asymmetric reduction of imines with trichlorosilane catalyzed by an amino acid-derived formamide anchored to a polymer.

Andrei V Malkov1, Marek Figlus, Pavel Kocovský.   

Abstract

Asymmetric reduction of ketimines 1a-e with trichlorosilane can be catalyzed by the N-methylvaline-derived Lewis basic formamide anchored to a polymeric support (5a and 5b) with good enantioselectivity (< or =82% ee) and low catalyst loading (typically 15 mol %) at room temperature. This protocol represents a considerable simplification of the isolation procedure and is particularly suitable for a parallel synthesis of chiral amines 2a-e. The polymer-supported catalysts retain full activity after a multiple use.

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Year:  2008        PMID: 18444681     DOI: 10.1021/jo800094q

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  1 in total

1.  Highly efficient diastereoselective reduction of alpha-fluoroimines.

Authors:  Roy M Malamakal; Whitney R Hess; Todd A Davis
Journal:  Org Lett       Date:  2010-05-21       Impact factor: 6.005

  1 in total

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