Issue 2, 2011
From the journal:

Chemical Communications

A simple amine protection strategy for olefinmetathesis reactions†

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

* 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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Article information

DOI
https://doi.org/10.1039/C0CC03716H
Article type
Communication
Submitted
08 Sep 2010
Accepted
27 Oct 2010
First published
15 Nov 2010

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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