TY - JOUR
T1 - Synthesis of all of the four possible stereoisomers of 4,8-dimethyldecanal, the aggregation pheromone of the flour beetles
AU - Mori, Kenji
AU - Kuwahara, Shigefumi
AU - Ueda, Hiraki
PY - 1983
Y1 - 1983
N2 - The four stereoisomers of 4,8-dimethyldecanal were synthesized employing organometallic or electrolytic coupling reactions as the key-step. The response of the red flour beetle, Tribolium castaneum, to the (4R, 8R)-isomer was identical with that to the natural pheromone, while other isomers induced only very weak or no responses. The (4R, 8R)-isomer is therefore the natural pheromone.
AB - The four stereoisomers of 4,8-dimethyldecanal were synthesized employing organometallic or electrolytic coupling reactions as the key-step. The response of the red flour beetle, Tribolium castaneum, to the (4R, 8R)-isomer was identical with that to the natural pheromone, while other isomers induced only very weak or no responses. The (4R, 8R)-isomer is therefore the natural pheromone.
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U2 - 10.1016/S0040-4020(01)91971-4
DO - 10.1016/S0040-4020(01)91971-4
M3 - Article
AN - SCOPUS:0000919782
VL - 39
SP - 2439
EP - 2444
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 14
ER -