Mori, K. 2016 Pheromone synthesis. Part 260: Synthesis of ()-(anti-1,2-dimethyl-3-methylenecyclopentyl) acetaldehyde, the racemate of the female-produced sex pheromone of the pineapple mealybug (Dysmicoccus brevipes), and its syn-isomer. Tetrahedron 72: 6578-6588
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Notes: ( )-(anti-1,2-Dimethyl-3-methylenecyclopentyl)acetaldehyde, the racemate of the female-produced sex pheromone of the pineapple mealybug, was synthesized in four different ways. IrelandeClaisen rearrangement or conjugate addition was employed for the construction of the quaternary carbon center, while ring-closing olefin metathesis or cationic cyclization was used for the construction of the five membered carbocycle.
