Abstract

The synthesis of tour isomeric homofarnesenes, 3,4,7,11-tetramethyl-1, 3,6,10-dodecatetraenes, is reported. The major synthetic step was the indirect formation of a tetra-substituted double bond through the acid catalyzed oxidative rearrangement of an appropriate vinyl carbinol. Two of these compounds, the Z,E- and E,E- isomers were identical to two naturally occuring homofarnesene components of the trail pheromone of the fire ant, Solenopsis invicta .

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