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

Nhuan Ngoc Doan 1 email, Thach Ngoc Le 2 email, Hao Cong Nguyen 3 email, Poul Erik Hansen 1 email and Fritz Duus 1,* email
1 Department of Science, Systems and Models, Roskilde University, P. O. Box 260, DK-4000 Roskilde, Denmark 2 Department of Organic Chemistry, University of Natural Sciences, National University of Ho Chi Minh City, 227 Nguyen Van Cu, Ho Chi Minh City, Vietnam 3 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.
Received: 8 August 2007; in revised form: 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.

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MDPI and ACS Style

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.

AMA Style

Doan NN, Le TN, Nguyen HC, Hansen PE, Duus F. Ultrasound Assisted Synthesis of 5,9-Dimethylpentadecane and 5,9-Dimethylhexadecane – the Sex Pheromones of Leucoptera coffeella. Molecules. 2007; 12(8):2080-2088.

Chicago/Turabian Style

Doan, Nhuan N.; Le, Thach N.; Nguyen, Hao C.; Hansen, Poul E.; Duus, Fritz. 2007. "Ultrasound Assisted Synthesis of 5,9-Dimethylpentadecane and 5,9-Dimethylhexadecane – the Sex Pheromones of Leucoptera coffeella." Molecules 12, no. 8: 2080-2088.

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