Isolation, Identification, and Synthesis of the Sex Attractant of the Cabbage Looper, Trichoplusia ni1

The use of polymer supports in organic synthesis. VIII. Solid phase syntheses of insect sex attractants

“…Analysis by hplc, confirmed the vpc results entirely for attractants 28-30, showing that these compounds contained significant amounts of the trans isomer. It was recognized that catalytic hydrogenation of 23 to give 26 was not completely stereoselective for the cis isomer (18).…”

“…Treatment of 0.2 g of polymers 14 or 15 with 0.5 g of potassium tert-butoxlde in fertbutyl alcohol overnight under refiux and then following the modified Volhard analysis (16) Prepararion of Polynrer-bo~md Alkyrzes [18][19][20] To a solution of 10 rnniol of 1-lithio-1-butyne (17), a r e~a r e d in 40 ml of THF under argon at -10-C from 0 . 8 k l of 1-butyne in 8 mi THF and 4 ml of 2.5 M nbutyllithii~m in 28 ml THF, was added 2.0 g of polymer 10 containing 0.28 mmol of 131g of 10, and 30 ml HMPT.…”

Lepidopteran Sex Pheromones

“…Namely, in addition to the early studies done with harmful pests such as the cabbage looper (Trichoplusia ni) [2] and the gypsy moth (Lymantria dispar) [3], the chemical structures of female sex pheromones with a long-range attractive activity have been determined for nearly 530 moth species from across the world to date. Furthermore, field evaluations of the identified sex pheromones and related compounds have revealed attractants of males for another 1250 moth species.Additionally, many male sex pheromones produced by moths and butterflies have been reported.…”

Toxic Alcohols: Aliphatic Unsaturated Alcohols

“…Also other higher unsaturated alcohols have pheromone activity, as, for instance, cis-7-dodecen-1-ol (CAS 20056-92-2) from Cabbage looper (Trichoplusia ni) (Berger, 1966), cis-9-tetradecen-1-ol (CAS 35153-15-2) from fall army worm (Lyphygma frugiperda) (Sekul and Sparks, 1967), and others.…”