TY - JOUR
T1 - Identification and synthesis of new bicyclic acetals from caddisflies (Trichoptera)
AU - Bergmann, Jan
AU - Löfstedt, Christer
AU - Ivanov, Vladimir D.
AU - Francke, Wittko
N1 - Funding Information:
W.F. likes to thank the Fonds der Chemischen Industrie for financial support.
PY - 2004/4/26
Y1 - 2004/4/26
N2 - As shown by synthesis and enantioselective gas chromatography, males and females of the caddisfly species Potamophylax latipennis and Potamophylax cingulatus produce (1R,3S,5S,7S)-1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1] octane, while Glyphotaelius pellucidus produces 1,3-diethyl-4,6-dimethyl-2,7- dioxabicyclo[2.2.1]heptane, having either the (1S,3S,4R,6S) or (1R,3R,4S,6S)-configuration. As shown by electrophysiological investigations, the compounds are perceived by the antennae of both sexes.
AB - As shown by synthesis and enantioselective gas chromatography, males and females of the caddisfly species Potamophylax latipennis and Potamophylax cingulatus produce (1R,3S,5S,7S)-1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1] octane, while Glyphotaelius pellucidus produces 1,3-diethyl-4,6-dimethyl-2,7- dioxabicyclo[2.2.1]heptane, having either the (1S,3S,4R,6S) or (1R,3R,4S,6S)-configuration. As shown by electrophysiological investigations, the compounds are perceived by the antennae of both sexes.
KW - Bicyclic acetals
KW - Caddisflies
KW - Communication
KW - Insects
KW - Trichoptera
UR - http://www.scopus.com/inward/record.url?scp=1842686316&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2004.03.024
DO - 10.1016/j.tetlet.2004.03.024
M3 - Article
AN - SCOPUS:1842686316
SN - 0040-4039
VL - 45
SP - 3669
EP - 3672
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 18
ER -