title: Cross metathesis of allyl alcohols: how to suppress and how to promote double bond isomerization.
abstract: Under standard conditions the cross metathesis of allyl alcohols and methyl acrylate is accompanied by the formation of ketones, resulting from uncontrolled and undesired double bond isomerization. By conducting the CM in the presence of phenol, the catalyst loading and the reaction time required for quantiative conversion can be reduced, and isomerization can be suppressed. On the other hand, consecutive isomerization can be deliberately promoted by evaporating excess methyl acrylate after completing cross metathesis and by adding a base or silane as chemical triggers.
authors.affiliation: Universitaet Potsdam, Institut fuer Chemie, Organische Synthesechemie, Karl-Liebknecht-Strasse 24-25, D-14476 Potsdam-Golm, Germany. bernd.schmidt@uni-potsdam.de
authors.forename: Bernd
authors.initials: B
authors.lastname: Schmidt
authors.forename: Sylvia
authors.initials: S
authors.lastname: Hauke