Sex pheromone of the longtailed mealybug: a new class of monoterpene structure.
The sex pheromone of the longtailed mealybug, identified as 2-(1,5,5-trimethylcyclopent-2-en-1-yl)ethyl acetate, represents the first example of a new monoterpenoid skeleton. A [2,3]-sigmatropic rearrangement was used in a key step during construction of the sterically congested tetraalkylcylopentene framework.
Millar
Jocelyn G
JG
Department of Entomology, University of California, Riverside, California 92521, USA. Jocelyn.millar@ucr.edu
Moreira
Jardel A
JA
McElfresh
J Steven
JS
Daane
Kent M
KM
Freund
Amy S
AS
D000085:Acetates / Q000138:chemical synthesis* / Q000737:chemistry; D000818:Animals; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D007313:Insecta / Q000737:chemistry*; D015394:Molecular Structure; D039821:Monoterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D012724:Sex Attractants / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
C544051:2-(1,5,5-trimethylcyclopent-2-en-1-yl)ethyl acetate; D000085:Acetates; D003517:Cyclopentanes; D039821:Monoterpenes; D012724:Sex Attractants