L. Zegelman et al., SYNTHESIS AND FIELD BIOASSAY OF THE ISRAELI PINE BAST SCALE, MATSUCOCCUS-JOSEPHI, FEMALE SEX-PHEROMONE, Tetrahedron letters, 34(35), 1993, pp. 5641-5644
We report the first synthesis of the two components of the female sex
pheromone of Matsucoccus josephi (2E,4E,8E)-4,6-dimethyl-2,4,8-decatri
en-7-one (1) and (2E,4Z,8E)-4,6-dimethyl-2,4,8-decatrien-7-one (2) uti
lizing the Reformatzky and Wittig reactions as key steps. A mixture of
1 and 2 and the separate isomers were bioassayed in a pine forest ind
icating that E isomer 1 is much more active than 2 and is also a kairo
mone for a predator.