Identification and assignment of the absolute configuration of biologically active methyl-branched ketones from limnephilid caddisflies
(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.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/146265
- author
- Bergmann, J ; Löfstedt, Christer LU ; Ivanov, V D and Francke, W
- organization
- publishing date
- 2001
- 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 Inc.
- external identifiers
-
- scopus:0034866429
- ISSN
- 1434-193X
- DOI
- 10.1002/1099-0690(200108)2001:16<3175::AID-EJOC3175>3.0.CO;2-4
- language
- English
- LU publication?
- yes
- id
- 27dd4275-5be2-479e-b314-5bebd07bb410 (old id 146265)
- date added to LUP
- 2016-04-04 07:31:17
- date last changed
- 2022-01-29 02:16:38
@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 Inc.}},
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/10.1002/1099-0690(200108)2001:16<3175::AID-EJOC3175>3.0.CO;2-4}},
doi = {{10.1002/1099-0690(200108)2001:16<3175::AID-EJOC3175>3.0.CO;2-4}},
volume = {{2001}},
year = {{2001}},
}