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Identification and assignment of the absolute configuration of biologically active methyl-branched ketones from limnephilid caddisflies

Bergmann, J; Löfstedt, Christer LU ; Ivanov, V D and Francke, W (2001) In European Journal of Organic Chemistry 2001(16). p.3175-3179
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.
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
European Journal of Organic Chemistry
volume
2001
issue
16
pages
3175 - 3179
publisher
John Wiley & Sons
external identifiers
  • scopus:0034866429
ISSN
1434-193X
DOI
language
English
LU publication?
yes
id
27dd4275-5be2-479e-b314-5bebd07bb410 (old id 146265)
date added to LUP
2007-06-27 09:03:44
date last changed
2018-05-29 12:04:41
@article{27dd4275-5be2-479e-b314-5bebd07bb410,
  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.},
  author       = {Bergmann, J and Löfstedt, Christer and Ivanov, V D and Francke, W},
  issn         = {1434-193X},
  language     = {eng},
  number       = {16},
  pages        = {3175--3179},
  publisher    = {John Wiley & Sons},
  series       = {European Journal of Organic Chemistry},
  title        = {Identification and assignment of the absolute configuration of biologically active methyl-branched ketones from limnephilid caddisflies},
  url          = {http://dx.doi.org/},
  volume       = {2001},
  year         = {2001},
}