Title of article
Pheromone synthesis. Part 244: Synthesis of the racemate and enantiomers of (11Z,19Z)-CH503 (3-acetoxy-11,19-octacosadien-1-ol), a new sex pheromone of male Drosophila melanogaster to show its (S)-isomer and racemate as bioactive
Author/Authors
Kenji Mori، نويسنده , , Yasumasa Shikichi، نويسنده , , Shruti Shankar، نويسنده , , Joanne Y. Yew، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2010
Pages
8
From page
7161
To page
7168
Abstract
The enantiomers of (11Z,19Z)-3-acetoxy-11,19-octacosadien-1-ol were synthesized from the enantiomers of 3,4-epoxy-1-butanol PMB ether. Its racemate was also synthesized. Its (S)-isomer and racemate were shown to possess the same pheromone activity as CH503, a long-lived inhibitor of male courtship in Drosophila melanogaster, although the racemate was less active.
Keywords
and (±)- , Drosophila melanogaster , 3 , 4-Epoxy-1-butanol PMB ether , and (S)- , (R)- , Jacobsen’s hydrolytic kinetic resolution (HKR) of epoxide , Pheromone , (11Z , 19Z)-3-Acetoxy-11 , 19-octacosadien-1-ol , (R)- , (S)-
Journal title
Tetrahedron
Serial Year
2010
Journal title
Tetrahedron
Record number
1101247
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