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Molecules 2007, 12(8), 2080-2088; doi:10.3390/12082080
Article

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

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Received: 8 August 2007 / Revised: 23 August 2007 / Accepted: 23 August 2007 / Published: 28 August 2007
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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).
Keywords: 5; 9-Dimethylpentadecane; 5; 9-Dimethylhexadecane; Ultrasound irradiation; Pheromones; Leucoptera coffeella. 5; 9-Dimethylpentadecane; 5; 9-Dimethylhexadecane; Ultrasound irradiation; Pheromones; Leucoptera coffeella.
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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