Identification and assignment of the absolute configuration of biologically active methyl-branched ketones from limnephilid caddisflies
Bergmann, J; Löfstedt, Christer; Ivanov, V D; Francke, W (2001). Identification and assignment of the absolute configuration of biologically active methyl-branched ketones from limnephilid caddisflies. European Journal of Organic Chemistry, 2001, (16), 3175 - 3179
|
Published
|
English
Authors:
Bergmann, J
;
Löfstedt, Christer
;
Ivanov, V D
;
Francke, W
Department:
Functional zoology
Pheromone Group
Research Group:
Pheromone Group
Abstract:
Glands of the 4th and 5th abdominal sternite of the caddis flies Potamophylax latipennis, Potamophylax cingulatus, and Glyphotaelius pellucidus contain (S)-4-methyl-3-heptanone (4a), (4S,6S)-4,6-dimethyl-3-octanone (4b), and (4S,6S)-4,6-dimethyl-3-nonanone (4c). As shown by gas chromatography coupled with electrophysiological recordings, these ketones elicit a strong response in the insects' antennae. The structural assignment of the compounds was achieved on the basis of mass spectra, enantioselective synthesis, and gas chromatography on a chiral stationary phase.
Keywords:
Biological Sciences ;
Zoology
Cite this