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By Stefan Schulz

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Extra resources for The Chemistry of Pheromones and Other Semiochemicals I (Topics in Current Chemistry) (No.1)

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4 Current Techniques for Structure Determination . . . Collection of Pheromones and Evaluation of Their Activity GC-MS Analysis . . . . . . . . . . . . Identification of Type I Components Without Derivatization Identification of Type I Components by Derivatization . . Identification of Type II Components . . . . . . Identification of Methyl-Branched Components . . . . LC and LC-MS Analysis . . . . . . . . . . Separation with Achiral Columns .

These unsaturated skeletons are most likely derived from dietary linolic and linolenic acids. 3 Common Structures of Type I Compounds in Some Insect Groups It is expected that taxonomically related species which have developed from a common ancestor also exhibit similarity at the pheromone level. An interesting typical representative can be observed in the family Tortricidae. Among the four subfamilies in Tortricidae, Tortricinae and Olethreutinae are the major two, 60 T. Ando et al. and the pheromone components have been reported from 89 species in Tortricinae including A.

The geometrically pure A was prepared by the zirconocene-mediated carboalumination reaction, and E was prepared from B by the asymmetric cleavage of its epoxy ring to give C (77% ee), which could be purified via its crystalline 3,5-dinitrobenzoate D. Scheme 56 summarizes Mori’s synthesis of (S)-vesperal (38), the female sex pheromone of the longhorn beetle (Vesperus xatarti) [85]. (R)-Limonene yielded (S)-38 by utilizing organoselenium chemistry. , starting from (S)-linalool [86]. An improved synthesis of (S)-39 by Mori is shown in Scheme 57 [87].

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