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A diastereoselective synthesis of (1SR,3SR,7RS)-3-methyl-α-himachalene, the sex pheromone of the sandfly, Lutzomyia longipalpis (Diptera: Psychodidae)

✍ Scribed by Samuel Dufour; Pascalie Castets; John A. Pickett; Antony M. Hooper


Book ID
113929459
Publisher
Elsevier Science
Year
2012
Tongue
French
Weight
301 KB
Volume
68
Category
Article
ISSN
0040-4020

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1S,3S,7R)-3-Methyl-a-himachalene, the sex pheromone of the male sand¯y (Lutzomyia longipalpis) from Jacobina, Brazil, was synthesized enantioselectively by employing Evans' or Oppolzer's asymmetric methylation as the key step. The absolute con®guration at the ring junction of this pheromone is oppos

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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

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