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Open AccessArticle

Ultrasound Assisted Synthesis of 5,9-Dimethylpentadecane and 5,9-Dimethylhexadecane – the Sex Pheromones of Leucoptera coffeella

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Department of Science, Systems and Models, Roskilde University, P. O. Box 260, DK-4000 Roskilde, Denmark
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Department of Organic Chemistry, University of Natural Sciences, National University of Ho Chi Minh City, 227 Nguyen Van Cu, Ho Chi Minh City, Vietnam
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Institute of Natural Products Chemistry of Ho Chi Minh City, 01 Mac Dinh Chi, Ho Chi Minh City, Vietnam
*
Author to whom correspondence should be addressed.
Molecules 2007, 12(8), 2080-2088; https://doi.org/10.3390/12082080
Received: 8 August 2007 / Revised: 23 August 2007 / Accepted: 23 August 2007 / Published: 28 August 2007
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). View Full-Text
Keywords: 5; 9-Dimethylpentadecane; 5; 9-Dimethylhexadecane; Ultrasound irradiation; Pheromones; Leucoptera coffeella. 5; 9-Dimethylpentadecane; 5; 9-Dimethylhexadecane; Ultrasound irradiation; Pheromones; Leucoptera coffeella.
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Doan, N.N.; Le, T.N.; Nguyen, H.C.; Hansen, P.E.; Duus, F. Ultrasound Assisted Synthesis of 5,9-Dimethylpentadecane and 5,9-Dimethylhexadecane – the Sex Pheromones of Leucoptera coffeella. Molecules 2007, 12, 2080-2088.

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