Convenient synthesis and field evaluation of the sex pheromone of Leguminivora glycinivorella and its analogues

(E,E)-8,10-Dodecadienyl acetate(Ⅰ),the main component of the sex pheromone of Leguminivora glycinivorella,was synthesized via coupling reactions catalysed by Li2CuCl4 starting from 1,6-hexanediol and(E,E)-2,4-hexadienol in a total yield of 30%.Its analogue compounds Ⅱ-Ⅷ were synthesized in the similar procedures.The structures of the synthetic compounds were confirmed by GC-MS,1H NMR and 13C NMR.Compounds Ⅰ to Ⅷ were efficiently synthesized starting from cheap raw materials with less by-products and high streoselectivities.Field tests showed that the single component of Ⅰ(0.1 mg), Ⅱ(0.01 mg),and Ⅳ(0.1 mg or 0.5 mg)was attractive to L.glycinivorella males,and the attractiveness of binary mixture of m(Ⅰ):m(Ⅳ)=10:1, m(Ⅰ):m(Ⅶ)=1:5 and m(Ⅰ):m(Ⅷ)=1:5 or 1:1 at 1.0 mg/trap was equal to the standard lures.