Field evaluation of chiral isomers of the sex pheromone of the european pine sawfly,Neodiprion sertifer
- 31 May 1983
- journal article
- research article
- Published by Springer Nature in Journal of Chemical Ecology
- Vol. 9 (6) , 673-693
- https://doi.org/10.1007/bf00988775
Abstract
Among optical isomers of 3,7-dimethylpentadecan-2-ol (diprionol) acetate or propionate tested as synthetic attractants, the 2S, 3S, and 7S isomers were most effective in attracting the males ofNeodiprion sertifer in the field. The 2S, 3S, and 7R isomers showed weak activity, but the other optical isomers were not attractive. Capillary GC analysis showed that the natural pheromone from body extracts of females was identical with the synthetic acetate of diprionol in its GC behavior. However, the natural pheromone was about 100-fold stronger than the most purified synthetic acetate of 2S,3S,7S-diprionol in the field. As a result of various isomer combination studies, it was found that the acetate of 2S,3R,7R-diprionol, when added to 2S,3S,7S-diprionol preparation at a low concentration, increased the catch by the latter. It was therefore concluded that the above combination of the optical isomers could account for the major sex attractancy in this species.Keywords
This publication has 11 references indexed in Scilit:
- ChemInform Abstract: SYNTHESIS OF THE SEX-ATTRACTANT OF PINE SAWFLIES (DIPRION SPECIES); (2S,3R,7R)- AND (2S,3R,7S)-3,7-DIMETHYLPENTADECAN-2-OLChemischer Informationsdienst, 1983
- Field attractiveness of chirally defined synthetic attractants to males ofDiprion similis andGilpinia frutetorumJournal of Chemical Ecology, 1982
- Field and electroantennogram responses of the red-headed pine sawfly,Neodiprion lecontei (Fitch), to optical isomers of sawfly sex pheromonesJournal of Chemical Ecology, 1981
- Field Responses of the White Pine Sawfly, Neodiprion pinetum , to Optical Isomers of Sawfly Sex Pheromones 12Environmental Entomology, 1979
- trans-Perillenal a furanoid monoterpene from pine saw-fly,Neodiprion sertifer (Hymenoptera: Diprionidae)Journal of Chemical Ecology, 1979
- Chiral specificity of the sex pheromone of the red-headed pine sawfly,Neodiprion leconteiJournal of Chemical Ecology, 1979
- Stereocontrolled synthesis of all of the four possible stereoisomers of -3,7-dimethyl- pentadec-2-yl acetate and propionate, the sex pheromone of the pine sawfliesTetrahedron Letters, 1978
- SYTHESIS OF OPTICALLY ACTIVE COMMON PRECURSOR OF SEX PHEROMONE OF PINE SAWFLIES: AN APPLICATION OF ENANTIOFACE-DIFFERENTIATING HYDROGENATION WITH MODIFIED NICKELChemistry Letters, 1978
- Attractancy of Optically Active Pheromone for Male Gypsy Moths12Environmental Entomology, 1977
- Sex Pheromone Specificity in the Pine Sawflies: Interchange of Acid Moieties in an EsterScience, 1976