Syntheses of racemic and diastereomeric mixtures of 3,7,11,15-tetramethylhentriacontane and 4,8,12,16-tetramethyldotriacontane, the cuticular tetramethylalkanes of the tsetse fly, Glossina brevipalpis.
Cuticular hydrocarbons of the tsetse fly, Glossina brevipalpis, contain 3,7,11,15-tetramethylhentriacontane and 4,8,12,16-tetramethyldotriacontane as possible candidates for its contact sex pheromone. These were synthesized as racemic and diastereomeric mixtures starting from racemic citronellol and employing phenyl-sulfone-mediated chain-elongation as the key reaction.
Shibata
Chié
C
Department of Chemistry, Faculty of Science, Science University of Tokyo, Japan.
Furukawa
Ayako
A
Mori
Kenji
K
D000080462:Acyclic Monoterpenes; D000473:Alkanes / Q000737:chemistry*; D000818:Animals; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D039821:Monoterpenes / Q000737:chemistry; D010675:Pheromones / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism; D014370:Tsetse Flies / Q000378:metabolism*
C468149:3,7,11,15-tetramethylhentriacontane; C468148:4,8,12,16-tetramethyldotriacontane; D000080462:Acyclic Monoterpenes; D000473:Alkanes; D007202:Indicators and Reagents; D039821:Monoterpenes; D010675:Pheromones; C007078:citronellol