Synthesis of the Insect Sex Pheromone ofAchroia Grisellavia the Novel Synthon, 1-Tetrahydro-Pyranyloxy Dodec 11-Yne
- 1 January 1982
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 12 (12), 959-966
- https://doi.org/10.1080/00397918208061933
Abstract
We report the preparation of 1-tetrahydro-pyranyloxy dodec 11-yne(1), from castor oil, with an overall yield of 9.6%, and illustrate its use with the novel and practical synthesis of 1-oxo octadec (z) 11-ene(2), the insect sex pheromone of Achroia grisella, a species of wax moth, which are specific enemies of bees1. Parenthetically, it has been found that 1 is a good precursor to the surprisingly large number of pheromones that have the structural unit, [sbnd]CH[dbnd]CH[sbnd](CH2)9CHXY2.Keywords
This publication has 5 references indexed in Scilit:
- Oxidation of organoboranes containing primary alkyl groups with pyridinium chlorochromate. A direct synthesis of aldehydes from terminal alkenesJournal of Organometallic Chemistry, 1979
- Smectic liquid crystal for the gas-liquid chromatographic separation of lepidopterous sex pheromones and related isomeric olefinsJournal of Chromatography A, 1978
- Pyridinium p-toluenesulfonate. A mild and efficient catalyst for the tetrahydropyranylation of alcoholsThe Journal of Organic Chemistry, 1977
- The olfactory and auditory mediated sex attraction inAchroia grisella (Fabr.)The Science of Nature, 1971
- Structure and Synthesis of the Major Components in the Hairpencil Secretion of a Male Butterfly, Lycorea ceres ceres (Cramer)1Journal of the American Chemical Society, 1966