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 |
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" |