Abstract
(S)-(+)-1-Methylbutyl (E)-2-methyl-2-pentenoate,1, and (S)-(+)-1-methylbutyl (E)-2,4-dimethyl-2-pentenoate2, the aggregation pheromone for lesser grain borerRhyzopertha dominica (F). were synthesized from crotylaldehyde in an overall yield of 30%. The chiral intermediate6 was prepared in 90% enantiomer excess, employing the Sharpless asymmetric epoxidation.
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Part of this work was presented in the China-Japan Seminar on Insect Semichemicals, Institute of Beijing Zoology, Academia Sinica, Beijing, China, 1988.
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Lin-Yu, L., Guo-Qiang, L. Enantiomeric synthesis of dominicalure, aggregation pheromone of lesser grain borer,Rhyzopertha dominica (F.). J Chem Ecol 16, 1921–1925 (1990). https://doi.org/10.1007/BF01020505
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DOI: https://doi.org/10.1007/BF01020505