A simple amine protection strategy for olefin metathesis reactionsElectronic supplementary information (ESI) available: Spectral data for compounds 4a-m and 5a-m. See DOI: 10.1039/c0cc03716h

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 a...

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Bibliographic Details
Main Authors: Woodward, Clint Peter, Spiccia, Nicolas Daniel, Jackson, William Roy, Robinson, Andrea Jane
Format: Article
Language:English
Online Access:Get full text
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Summary: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. Highly efficient cross metathesis of amino functionalised alkenes can be achieved via preformed or in situ generated ammonium salts.
ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc03716h