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Biosci Biotechnol Biochem


Title:"Enantiospecific synthesis and filed evaluation of four stereoisomers of 10,14-dimethyloctadec-1-ene, a sex pheromone component secreted by female moths of the apple leafminer"
Author(s):Taguri T; Yaginuma K; Yamamoto M; Fujii T; Ando T;
Address:"a Graduate School of Bio-Applications and Systems Engineering, Tokyo University of Agriculture and Technology , Koganei, Tokyo , Japan"
Journal Title:Biosci Biotechnol Biochem
Year:2014
Volume:20140515
Issue:5
Page Number:761 - 765
DOI: 10.1080/09168451.2014.905187
ISSN/ISBN:1347-6947 (Electronic) 0916-8451 (Linking)
Abstract:"All four stereoisomers of 10,14-dimethyloctadec-1-ene, a sex pheromone component of the apple leafminer (Lyonetia prunifoliella: Lepidoptera), were synthesized starting from (R)- and (S)-propylene oxide by applying stereospecific inversion of chiral secondary tosylates as a key step. Field evaluation showed that male moths of the Japanese population were selectively attracted by the (10S,14S)-isomer and that the activity was not inhibited by the enantiomer"
Keywords:"Alkenes/*chemical synthesis/chemistry/metabolism/*pharmacology Animals Chemistry Techniques, Synthetic Female Lepidoptera/*drug effects/*metabolism Male Sex Attractants/*chemical synthesis/chemistry/metabolism/*pharmacology Stereoisomerism Lyonetiidae mot;"
Notes:"MedlineTaguri, Tomonori Yaginuma, Katuhiko Yamamoto, Masanobu Fujii, Toru Ando, Tetsu eng Research Support, Non-U.S. Gov't England 2014/07/19 Biosci Biotechnol Biochem. 2014; 78(5):761-5. doi: 10.1080/09168451.2014.905187. Epub 2014 May 15"

 
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