Synthesis of (+/-)-leucomalure [(3Z,6R*,7S*,9R*,10S*)-cis-6,7-cis-9,10-diepoxy-3-henicosene], the major components of the female sex pheromone of the satin moth.
The racemate of leucomalure [(3Z,6R*,7S*,9R*,10S*)-cis-6,7-cis-9,10-diepoxy-3-henicosene (1)] and its (3Z,6R*,7S*,9S*,10R*)-isomer were synthesized via acetylenic intermediates in an unambiguous manner.
Lizarraga
J R
JR
Department of Chemistry, Faculty of Science, Science University of Tokyo, Kagurazaka 1-3, Shinjuku-ku, Tokyo 162-8601, Japan.
Mori
K
K
D000818:Animals; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D004852:Epoxy Compounds / Q000138:chemical synthesis*; D005260:Female; D015394:Molecular Structure; D009036:Moths / Q000737:chemistry*; D010675:Pheromones / Q000737:chemistry*; D013237:Stereoisomerism
D004852:Epoxy Compounds; D010675:Pheromones; C445128:leucomalure