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ChemInform Abstract: Pheromone Synthesis. Part 196. Synthesis of Germacrene-B and Its Extension to the Synthesis of (.+-.)-9-Methylgermacrene-B, the Racemate of the Male-Produced Sex Pheromone of the Sandfly Lutzomyia longipalpis from Lapinha, Brazil.

✍ Scribed by Shin-etsu Muto; Yutaka Nishimura; Kenji Mori

Publisher: John Wiley and Sons
Year: 2010
Weight: 31 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199947255

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## Both germacrene-B (2) and 9-methylgermacrene-B [(±)-1] shown to be the racemate of the male-produced sex pheromone of the sandfly Lutzomyia longipalpis from were synthesized by employing cyclization reactions [8 Ǟ 9 and (±)-20 Ǟ (±)-21] as the key steps. The latter [(±)-1] was Lapinha, Brazil.

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Four stereoisomers (1a-d) of (±)-3-methyl-α-himachalene produced sex pheromone of the sandfly Lutzomyia longipalpis was shown to possess the structure and relative were synthesized by employing the intramolecular Diels-Alder reaction of (±)-14 to (±)-18 as the key-step. The male-configuration as dep