Issue 31, 2014

Cross-metathesis of methyl 10-undecenoate with dimethyl maleate: an efficient protocol with nearly quantitative yields

Abstract

In this cross metathesis of the renewable raw material methyl 10-undecenoate with dimethyl maleate, an α,ω-difunctional product was produced. Detailed optimizations led to nearly quantitative yields of the desired product. The cross metathesis of methyl 10-undecenoate with methyl acrylate yielded high conversions of the substrate. The product was accessed under mild reaction conditions with the use of a small amount of a commercially available homogeneous ruthenium catalyst. The in situ synthesis of dimethyl maleate from maleic anhydride was also possible in this reaction system.

Graphical abstract: Cross-metathesis of methyl 10-undecenoate with dimethyl maleate: an efficient protocol with nearly quantitative yields

Article information

Article type
Paper
Submitted
16 Dec 2013
Accepted
20 Mar 2014
First published
01 Apr 2014

RSC Adv., 2014,4, 16320-16326

Cross-metathesis of methyl 10-undecenoate with dimethyl maleate: an efficient protocol with nearly quantitative yields

A. Behr, S. Toepell and S. Harmuth, RSC Adv., 2014, 4, 16320 DOI: 10.1039/C3RA47671E

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