A simple amine protection strategy for olefin metathesis reactions

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
Published in:Chemical communications (Cambridge, England) England), 2011-01, Vol.47 (2), p.779-781
Main Authors: Woodward, Clint Peter, Spiccia, Nicolas Daniel, Jackson, William Roy, Robinson, Andrea Jane
Format: Article
Language:English
Subjects:
Amines
Decomposition reactions
Diamines
Isomerization
Metathesis
Olefins
Polyamide resins
Strategy
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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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc03716h