• Bulletin of the Korean Chemical Society
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• 제10권6호
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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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• 제35권1호
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• pp.261-264
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• 2014

• Bulletin of the Korean Chemical Society
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• 제7권6호
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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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• 제8권4호
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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).

• 대한화학회지
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• 제68권3호
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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.

• 한국응용곤충학회지
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• 제53권3호
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• pp.209-215
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• 2014

배나무에서 가루깍지벌레의 합성 성페로몬을 이용하여 수컷 성충의 발생 양상과 교미교란 효과 검토를 통해 효과적인 방제 정보를 제공하고자 본 시험을 수행하였다. 가루깍지벌레 성페로몬(2,6-dimethyl-1,5-heptadien-3-yl acetate)이 3 mg과 1.5 mg씩 침적된 고무 캡으로 수컷 유인수를 조사하였는데, 총포획수는 1.5 mg을 침적시킨 트랩에 1,021마리, 3 mg을 침적시킨 미끼에는 1,431마리의 수컷 성충이 포획되어 3 mg을 침적시킨 미끼에 더 많이 유인되었다. 황색과 백색 트랩에 의한 포획량의 차이는 황색트랩에 평균 포획수가 약간 더 많았지만 유의성은 없었다. 가루깍지벌레의 수컷 성충은 2012년에 6월부터 10월까지 포획되었는데, 6월 중순에 가장 많은 수가 포획되었고, 8월 상순, 9월 하순에도 발생 peak를 보였다. 2013년에도 6월부터 10월까지 포획되었는데, 6월 중순에 가장 높은 발생 최성기를 보였고, 7월 하순, 9월 하순에도 발생 최성기를 보였다. 가루깍지벌레 성페로몬을 이용한 교미교란제를 10 a당 450, 900, 및 1,350 mg의 농도로 과수원에 설치한 경우, 수컷 성충의 트랩 유인저해율은 각각 17.7, 65.3, 62.9%였다. 한편, 10a당 450, 900, 및 1,350mg 처리한 시험구에서 수확기에 피해과율이 각각 3.4, 2.9, 4.8%를 보인 반면, 교미교란제를 처리하지 않은 시험구에서는 9.5%였다.

• 대한화학회지
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• 제32권6호
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• pp.609-612
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• 1988

• Bulletin of the Korean Chemical Society
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• 제8권3호
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• pp.215-216
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• 1987

• Bulletin of the Korean Chemical Society
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• 제11권4호
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• pp.274-275
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• 1990

• Bulletin of the Korean Chemical Society
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• 제4권2호
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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.