New synthesis of the california red scale sex pheromone
β Scribed by D. Becker; Y. Sahali
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 462 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4020
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π SIMILAR VOLUMES
The female sex pheromone of the California Red Scale, Aonidiella aurantii (Maskell) has recently been shown to consist of two components.' We report here a short and efficient synthesis of the AI
A Retroaldol-Wittig olefinatlon of the S-(+)-carvone derivative \_3\_ is used as a key step in the synthesis of pheromone 1. (3Z,6R)-3-Methyl-6-isopropenyl-3,9-decadien-l-y1 acetate ( 1) is the sex pheromone of the California red scale, a major citrus pest in some parts of the world.2 Syntheses of
8 a ) 1) 0 3 , MeOH, -78"; 2) Me2& MeOH, 0". b ) Li[AIH(t-BuO),], THF, -70Β°, 4 h; 52% yield from4. c ) DCC.Mel, THF, r.t., 22 h; 86% yield. d ) (CH20H)2, pyridinium toluene-4-sulfonate, C,H,, reflux, 5 h; 91 % yield. cathode compartment of a H-type cell at -1.2 V (vs. SCE), containing 3, 0 . 2 ~ Li