Tetrahedron p. 2897 - 2900 (1987)
Update date:2022-07-31
Topics:
Alvarez, Francisco M.
vander Meer, Robert K.
Lofgren, Clifford S.
The synthesis of four 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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Doi:10.1016/S0040-4020(01)81637-9
(1987)Doi:10.1039/c5sc04751j
(2016)Doi:10.1016/0008-6215(92)85048-5
(1992)Doi:10.1007/s00706-008-0889-1
(2008)Doi:10.1016/j.tet.2009.01.054
(2009)Doi:10.1016/S0040-4020(01)85712-4
(1994)
