Ab. Attygalle et al., MICROSCALE, RANDOM REDUCTION - APPLICATION TO THE CHARACTERIZATION OF(3E,8Z,11Z)-3,8,11-TETRADECATRIENYL ACETATE, A NEW LEPIDOPTERAN SEX-PHEROMONE, Tetrahedron letters, 36(31), 1995, pp. 5471-5474
The major sex attractant released by Scrobipalpuloides absoluta, a dev
astating tomato pest, was identified as (3E,8Z, 11Z)-3,8,11-tetradecat
rienyl acetate by a novel strategy involving the random reduction of d
ouble bonds. The technique is applicable to double bond localization o
f polyunsaturated compounds available even in nanogram quantities. The
triene ester was synthesized by a stereospecific procedure and shown
to be highly attractive to conspecific males and identical to the natu
ral substance.