超声辅助合成5,9 - 二甲基十五烷和5,9 - 二甲基十六烷——咖啡潜叶蛾的性信息素
Ultrasound assisted synthesis of 5,9-dimethylpentadecane and 5,9-dimethylhexadecane--the sex pheromones of Leucoptera coffeella.
作者信息
Doan Nhuan Ngoc, Le Thach Ngoc, Nguyen Hao Cong, Hansen Poul Erik, Duus Fritz
机构信息
Department of Science, Systems and Models, Roskilde University, P. O. Box 260, DK-4000 Roskilde, Denmark.
出版信息
Molecules. 2007 Aug 28;12(8):2080-8. doi: 10.3390/12082080.
Abstract
Racemic 5,9-dimethylpentadecane and 5,9-dimethylhexadecane, the major and minor constituents, respectively, of the sex pheromone of Leucoptera coffeella, have been synthesized from citronellol in 56-58% overall yield through six steps. Ultrasound irradiation efficiently supported tosylation of alcohols (two steps) as well as the subsequent cross coupling reactions with the pertinent Grignard reagents (also two steps).
摘要
消旋5,9 - 二甲基十五烷和5,9 - 二甲基十六烷分别是咖啡潜叶蛾性信息素的主要成分和次要成分，已以香茅醇为原料，通过六步反应以56 - 58%的总收率合成。超声辐射有效地促进了醇的甲苯磺酰化反应（两步）以及随后与相关格氏试剂的交叉偶联反应（也是两步）。
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本文引用的文献
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Biosci Biotechnol Biochem. 2000 Dec;64(12):2723-6. doi: 10.1271/bbb.64.2723.
2
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