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Issue 31, 2014
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Cross-metathesis of methyl 10-undecenoate with dimethyl maleate: an efficient protocol with nearly quantitative yields

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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

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Publication details

The article was received on 16 Dec 2013, accepted on 20 Mar 2014 and first published on 01 Apr 2014


Article type: Paper
DOI: 10.1039/C3RA47671E
Citation: RSC Adv., 2014,4, 16320-16326
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    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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