Molecules

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

NN Doan, TN Le, HC Nguyen, PE Hansen, F Duus

Index: Doan, Nhuan Ngoc; Le, Thach Ngoc; Nguyen, Hao Cong; Hansen, Poul Erik; Duus, Fritz Molecules, 2007 , vol. 12, # 8 p. 2080 - 2088

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Citation Number: 13

Abstract

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).