Improving sustainability in ene-yne cross-metathesis for transformation of unsaturated fatty esters.

Ruthenium-catalyzed ene-yne cross-metathesis is performed with stoichiometric proportions of terminal olefins and alkynes. This is made possible by the continuous addition of the alkyne to the reaction mixture. The protocol allows the ene-yne cross-metathesis reaction to be carried out with long-chain terminal olefins and in a one-pot fashion with internal olefins after shortening by ethenolysis. The efficient conversion of renewable unsaturated fatty esters from bioresources into valuable conjugated 1,3-dienes of interest for further transformations is performed using this technique under mild conditions in dimethyl carbonate; an ecofriendly solvent.