Synthesis of the four components of the female sex pheromone of the painted apple moth, Teia anartoides.
Four pheromone components of the female painted apple moth (Teia anartoides), an Australian insect pest, were synthesized. These were (Z)-6-henicosen-11-one (1), (6Z, 8E)-6,8-henicosadien-11-one (2), (Z)-cis-9,10-epoxy-6-henicosene (3), and (Z)-cis-9,10-epoxy-6-icosene (4). 2-Dodecanone was converted to 1 and 2, and both the enantiomers of 3 and 4 were synthesized from the enantiomers of 4-tert-butyldimethylsilyloxy-cis-2,3-epoxy-1-butanol.
Muto
Shin-etsu
SE
Insect Pheromone and Traps Division, Fuji Flavor Co., Ltd., Hamura-City, Tokyo, Japan.
Mori
Kenji
K
D000818:Animals; D004852:Epoxy Compounds / Q000138:chemical synthesis; D005260:Female; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D009036:Moths / Q000737:chemistry*; D012724:Sex Attractants / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
D004852:Epoxy Compounds; D007659:Ketones; D012724:Sex Attractants