Tetrahedron

Synthesis of homofarnesenes: trail pheromone components of the fire ant, solenopsisinvicta

FM Alvarez, RK Vander Meer, CS Lofgren

Index: Alvarez, Francisco M.; vander Meer, Robert K.; Lofgren, Clifford S. Tetrahedron, 1987 ,  vol. 43,  # 13  p. 2897 - 2900

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Citation Number: 22

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 ...