• Bulletin of the Korean Chemical Society
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• v.10 no.6
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• pp.559-563
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• 1989

Optically active (R)- and (S)-2-benzyloxy-1-butanol have been prepared by a previously described asymmetric synthesis based on a chiral oxathiane and have been converted into (R)-(+)-4-hexanolide, a component of the pheromone secreted by the female of the dermestid beetle, and its enantiomer.

• Bulletin of the Korean Chemical Society
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• v.35 no.1
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• pp.261-264
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• 2014

• Bulletin of the Korean Chemical Society
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• v.7 no.6
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• pp.453-457
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• 1986

Stereochemical control of the Wittig reaction of the primary aldehyde, 8-acetoxyoctan-1-al (7) with the nonstabilized alkylide, triphenylphosphonium n-butylide (6), was achieved by controlling the reaction conditions including solvent, temperature and inorganic salts. These conditions can be applied to the direct sythesis of the mixture of (Z)-, and (E)-8-dodecen-1-yl acetate, the sex pheromone of the oriental fruit moth, Grapholitha molesta. The primary aldehyde, 8-acetoxyoctan-1-al (7) was synthesized from 1,8-octanediol which is cheap and readily available.

• Bulletin of the Korean Chemical Society
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• v.8 no.4
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• pp.235-237
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• 1987

(7Z, 11E)-7, 11-Hexadecadien-1-yl acetate(1), the sex pheromone of the female Angoumois grain moth, Sitotroga cerealella, was synthesized via the acetylenic intermediate, (11E)-11-hexadecen-7-yn-ol THP ether(2). The acetylenic compound was prepared from 7-octyn-1-ol THP ether(4) and (3E)-1-bromo-3-octene(3). The (E)-homoallylic bromide 3 was synthesized by the Julia olefin synthesis of 1-cyclopropylpentan-1-ol(6).

• Journal of the Korean Chemical Society
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• v.68 no.3
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• pp.131-134
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• 2024

A simple strategy for the formal synthesis of the sex pheromone of gypsy moth (+)-disparlure from L-(+)-tartaric acid is described herein. The key steps include the mono-esterification and regioselective ring-opening of an epoxide using a Grignard reagent. The strategy of conferring asymmetry using 2-butanone enables mono-esterification in high yield and reduces the number of steps. Subsequently, (+)-disparlure is synthesized via the regioselective ring opening of the epoxide.

• Korean journal of applied entomology
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• v.53 no.3
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• pp.209-215
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• 2014

This study was performed to monitor the seasonal occurrence of Pseudococcus comstocki (Kuwana) by using pheromone traps and to test a mating disruption technique to control this pest in pear orchards. We compared the attractiveness of rubber septa loaded with 1.5 and 3.0 mg of the pheromone, 2,6-dimethyl-1,5-heptadien-3-yl acetate. A total of 1,021 and 1,431 males were caught in traps baited with 1.5 mg and 3 mg of the pheromone, respectively. The numbers of males caught were not affected by trap color, although yellow traps were more attractive than white traps. In 2012, P. comstocki males were captured between June and October, with peaks in late June, early August, and late September. In 2013, the males were trapped between June and October, with peaks in middle June, late July, and late September. In pheromone mating disruption tests, catches were reduced by 17.7, 65.3, and 62.9% in orchards treated with 450, 900, and 1,350 mg per 10 a of the pheromone, respectively. At harvest, 3.4, 2.9, and 4.8% of fruits in orchards treated with 450, 900, and 1,350 mg per 10 a were damaged by P. comstocki, while 9.5% were damaged in the control orchard.

• Journal of the Korean Chemical Society
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• v.32 no.6
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• pp.609-612
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• 1988

• Bulletin of the Korean Chemical Society
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• v.8 no.3
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• pp.215-216
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• 1987

• Bulletin of the Korean Chemical Society
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• v.11 no.4
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• pp.274-275
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• 1990

• Bulletin of the Korean Chemical Society
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• v.4 no.2
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• pp.61-63
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• 1983

A new practical method is described for the synthesis of (Z)-7-eicosen-11-one (1) and (Z)-7-nonadecen-11-one (2), the active principles of the sex pheromone of the peach fruit moth. Lithium anion of 1-octyne (from acetylene and 1-bromohexane) was alkylated with 3-bromo-1-propanol tetrahydropyranyl ether and deprotected to afford 4-undecyn-1-ol, which was oxidized with pyridinium chlorochromate to 4-undecyn-1-al. 4-Undecyn-1-al was treated with 1-nonylmagnesiumbromide or 1-octylmagnesiumbromide to yield 7-eicosyn-11-ol and 7-nonadecyn-11-ol. Jones oxidation, followed by Lindlar catalytic hydrogenation afforded the target compounds. Biological activity of the synthetic pheromones as attractants for males of the peach fruit moth was tested in the field using polyethylene capsules as containers. For each vial containing about 3.0 mg of the synthetic pheromone, the number of trapped moths were counted.