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KMID : 0903519890320010057
Journal of the Korean Society of Agricultural Chemistry and Biotechnology
1989 Volume.32 No. 1 p.57 ~ p.63
Chemistry of the Sex Pheromones Produced by Cigarette Beetle(Lacioderma Serricornine F .)



Abstract
Cigarette beetle(Lacioderma serricornine F.) is a serious pest of cured tobacco leaves. Of its pheromonal components, serricornin shows the strongest sexual stimulation. Other substances contribute as the supplementary factors cooperating with this component in the copulation of cigarette beetle. From spectroscopic evidence and synthetic studies, the structure of natural serricornin has been determined to be (4S, 4S, 7S)-4, 6-dimethyl-7-hydroxynonan-3-one. It has been suggested that the pheromonal components isolated from this beetle may be derived from polyketide biosynthesis. Two nonasymmetric syntheses of serricornin will be reviewed in detail.
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