Fishing for the right catalyst for the cross-metathesis reaction of methyl oleate with 2-methyl-2-butene

Abstract

A comparison of the reactivity of different ruthenium-based complexes in the cross-metathesis reaction of methyl oleate was presented.

In a Quest for Selectivity Paired with Activity: A Ruthenium Olefin Metathesis Catalyst Bearing an Unsymmetrical Phenanthrene‐Based N‐Heterocyclic Carbene

“…Utilization of renewable resources by the use of olefin metathesis reactions is a research topic of many groups including ours …”

“…[87] Ethenolysis of olefinic substrates from renewable resources Utilizationo fr enewable resources by the use of olefin metathesis reactions is ar esearch topic of many groups [88] including ours. [89][90][91] In the light of recent publications, ethenolysis emerges as a great methodf or valorisation of oleic acid derivatives. [21,35,[92][93][94] Logically,w ed ecided to explore possible use of Ru-3 in the ethenolysis reaction of ethyl oleate(S-20,S cheme 7, Figure 12).…”

Cross metathesis of (-)-β-pinene, (-)-limonene and terpenoids derived from limonene with internal olefins

“…In agreement with this result the GC/MS analysis gave a molecular weight of 150 corresponding to C11H18. ene revealed that both regioselectivities could be obtained depending on the nature of the catalyst [30]. The cross-metathesis of a sterically hindered vinylheterocyclic substrate with 2-methylbut-2-ene in the presence of the catalyst Ru2 yielded a mixture of the two regioisomers in a disubstituted/trisubstituted double bond ratio of 2.4/1.0 [31].…”

An Efficient Synthesis of Chiral Non‐Racemic Hydroxyalkanoic Acids by Olefin Cross‐Metathesis Reactions

“…The major drawback of CM reactions is their lack of selectivity, so that the most common outcome is a statistical mixture of all the possible CM products. To overcome this low product selectivity, empirical categorization of olefin reactivity or usage of co‐catalyst such as CuI were proposed and, recently, a large set of various Ru based catalysts for CM was screened to increase the selectivity toward the desired products …”