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Issue 2, 2011
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A simple amine protection strategy for olefin metathesis reactions

Clint Peter Woodward,a  Nicolas Daniel Spiccia,a  William Roy Jacksona  and  Andrea Jane Robinson*a 
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* Corresponding authors

a School of Chemistry, Wellington Road, Victoria, Australia
E-mail: andrea.robinson@monash.edu
Fax: +61 3 9905 4597
Tel: +61 3 9905 4553

Abstract

Acyclic diamines are valuable feedstocks for polyamide synthesis. Ruthenium-alkylidene catalysed cross metathesis of amino alkenes is problematic and acyl derivatisation can result in less efficient syntheses, poor catalyst turnover and isomerisation. Temporary amine masking via stable and soluble ammonium salts delivers cyclic and acyclic aminoalkenes in high yield and purity.

Graphical abstract: A simple amine protection strategy for olefin metathesis reactions

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Publication details

The article was received on 08 Sep 2010, accepted on 27 Oct 2010 and first published on 15 Nov 2010


Article type: Communication
DOI: 10.1039/C0CC03716H
Citation: Chem. Commun., 2011,47, 779-781
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    A simple amine protection strategy for olefin metathesis reactions

    C. P. Woodward, N. D. Spiccia, W. R. Jackson and A. J. Robinson, Chem. Commun., 2011, 47, 779
    DOI: 10.1039/C0CC03716H

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