E/ Z product distribution in the metathesis of allyl alcohol derivatives with a first generation ruthenium-based catalyst

Based on experiments with four simple derivatives of allyl alcohol, it has been shown that the product of cross-metathesis as mediated by a ‘first generation’ ruthenium catalyst increases in its proportion of the E-isomer as the reaction progresses. This increase is due to equilibration, which is al...

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Bibliographic Details
Published in:Tetrahedron letters 2011-08, Vol.52 (31), p.3992-3994
Main Authors: Moulins, Jonathan R., Burnell, D. Jean
Format: Article
Language:English
Subjects:
Alcohols
Aliphatic compounds
Alkene
Balancing
Catalysis
Catalysts
Catalysts: preparations and properties
Chemistry
Cross-metathesis
Decomposition reactions
Derivatives
Equilibration
Exact sciences and technology
First generation ruthenium catalyst
General and physical chemistry
Metathesis
Organic chemistry
Preparations and properties
Ruthenium
Tetrahedrons
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:Based on experiments with four simple derivatives of allyl alcohol, it has been shown that the product of cross-metathesis as mediated by a ‘first generation’ ruthenium catalyst increases in its proportion of the E-isomer as the reaction progresses. This increase is due to equilibration, which is also mediated by the ruthenium catalyst.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.05.090