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The racemate of (Z)-exo-alpha-bergamotenal, a sex pheromone component of the white-spotted spined bug, was synthesized from racemic exo-alpha-bergamotene by a five-step sequence involving regioselective epoxidation and (Z)-selective Wittig olefination reactions. The 1H- and 13C-NMR spectra of the synthetic sample were identical with those of the natural material.

Synthesis of the Racemate of (Z)-exo-α-Bergamotenal, a Pheromone Component of the White-spotted Spined Bug,Eysarcoris parvusUhler