A new synthesis of the california red scale pheromone from s-(+)-carvone
β Scribed by Drury Caine; Everett Crews
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 201 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
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 the
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
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
Asymmetric synthesis of r,b-ethylenic aldehydes An approach to the California Red scale pheromone P. Mangeney\*, A. Alexakis, J.F. Normant Laboratoire de Chimie des Organo-61Bments, tour 44-45 Universite P. et M. Curie, 4 place Jussieu F-75252 PARIS CBdex 05 Chiral acetals with a twofold axis of sym