Ruthenium- and palladium-catalyzed synthesis of polyfunctional 1,3-dienes

The ruthenium-catalyzed Markovnikov addition of acetic or benzoic acid to the triple bond of (E)-3-methylpent-2-en-4-yn-1-ol followed by acylation of the alcohol group in the diene formed under the action of low-toxic derivatives of carbonic and formic acids opens up a simple route to dienylic carbonates and formates. Activation of these esters by catalytic amounts of palladium(0) complexes under conditions of nucleophilic allylic substitution or decarboxylation affords functional dienes. Laboratoire de Chimie de Coordination et Catalyse, UMR 6509: CNRS—Unversité de Rennes, Campus de Beaulieu, 35042 Rennes, France. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 943–946, May, 1998.