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서지반출
A Practical Synthesis of (Z)-7-Eicosen-11-one and (Z)-7-Nonadecen-11-one, the Pheromone of Peach Fruit Moth, and Its Biological Activity Test
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  • A Practical Synthesis of (Z)-7-Eicosen-11-one and (Z)-7-Nonadecen-11-one, the Pheromone of Peach Fruit Moth, and Its Biological Activity Test
  • A Practical Synthesis of (Z)-7-Eicosen-11-one and (Z)-7-Nonadecen-11-one, the Pheromone of Peach Fruit Moth, and Its Biological Activity Test
저자명
Kang. Suck-Ku,Park. Jung-Min,Kim. Jung-Han,Goh. Hyun-Gwan
간행물명
Bulletin of the Korean Chemical Society
권/호정보
1983년|4권 2호|pp.61-63 (3 pages)
발행정보
대한화학회
파일정보
정기간행물|ENG|
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이 논문은 한국과학기술정보연구원과 논문 연계를 통해 무료로 제공되는 원문입니다.
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기타언어초록

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.