Response ofMatsucoccus thunbergianae males to synthetic sex pheromone and its utilization for monitoring the spread of infestation
Attraction of (2E,4E,6R,10R)-4,6,10,12-tetramethyl-2,4-tridecadien-7-one [1; (6R,10R)-matsuone] and its antipode [2; (6S,10S)-matsuone] toMatsucoccus thunbergianae males was studied in the laboratory and in the field. They showed stronger response to1. In laboratory bioassays, the threshold concentrations for male attraction with1 and2 were 16 fg and 150 pg, respectively. In the field, during the first two days after traps were set, traps baited with 50 µg of1 on rubber septa or filter paper rolls caught more males than control traps. Between the sixth day and the tenth day after traps were set, in a daily trap catch experiment, the traps with 50 µg of1 on filter paper rolls caught more males than control traps on one day only, whereas those on rubber septa were always effective. The shape of the traps did not affect male catches. Males were caught on pheromone traps in locations where no scales were found by the customary detecting procedures.
Pheromone Synthesis, CXLIX. Synthesis of (2E,4E,6R,10S)‐4,6,10‐Trimethyl‐2,4‐dodecadien‐7‐one – the Major Component of the Sex Pheromone of the Maritime Pine Scale (Matsucoccus feytaudi) – and its Three Stereoisomers
(2E,4E,6R,10S)-4,6,10-Trimethyl-2,4-dodecadien-7-one (1) – the major component of the sex pheromone of the maritime pine scale – and its three stereoisomers were synthesized by starting from (R)- or (S)-citronellol (4) and employing the asymmetric epoxidation (9 10) and the palladium-catalyzed reductive cleavage of the epoxy ring (13 14) as the key steps.
Stereocontrolled synthesis of all of the possible stereoisomers of 3,11-dimethylnonacosan-2-one and 29-hydroxy-3,11-dimethylnonacosan-2-one
Abstract All of the possible stereoisomers of 3, 11 - dimethylnonacosan - 2 - one 1 and 29 - hydroxy - 3, 11 -dimethylnonacosan - 2 - one 2 were synthesized from (R)-(+)- citronellic acid as the chiral source. The natural pheromones were shown to be (3 S ,11 S )-1 and (3 S , 11 S )-2 by direct comparisons.