Bioscience, Biotechnology, and Biochemistry
Online ISSN : 1347-6947
Print ISSN : 0916-8451
Organic Chemistry Regular Papers
Synthesis of the Enantiomers of 21-Methyl-7-hentriacontanone and a Stereoisomeric Mixture of 5-Acetoxy-19-methylnonacosane, Candidates for the Female Sex Pheromone of the Screwworm Fly…
Kenji MORI
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JOURNALS FREE ACCESS

2003 Volume 67 Issue 10 Pages 2224-2231

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Abstract

  The enantiomers of 21-methyl-7-hentriacontanone (1), which might show weak bioactivity as the female sex pheromone of the screwworm fly (Cochliomyia hominivorax), were synthesized by starting from the enantiomers of citronellal. (±)-Citronellol was converted to a racemic and diastereomeric mixture of 5-acetoxy-19-methylnonacosane (2), which was considered to be a candidate for the female sex pheromone of C. hominivorax. Synthetic 2 exhibited no pheromone activity against male C. hominivorax.

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© 2003 by Japan Society for Bioscience, Biotechnology, and Agrochemistry
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