67601-06-3Relevant articles and documents
Efficient synthesis of the Aonidiella aurantii (Mask.) sex pheromone component: (3S,6RS)-3-methyl-6-(1-methylethenyl)-9-decenyl acetate
Kefalas,Ragoussis
, p. 644 - 646 (2007/10/02)
The title compound, active component of the sex pheromone of Aonidiella aurantii (California Red Scale), was synthesized in three steps starting from S-citronellyl acetate with a 30% overall yield. The key feature of the synthesis is a copper salt assisted, highly regioselective attack of the 4-butenyl bromide Grignard reagent on the γ-site of the chloroallylic system of (S)-8-chloro-3,7-dimethyl-6-octenyl acetate (8a).
A SIMPLE AND EFFICIENT SYNTHESIS OF 3-METHYL-6-(1-METHYLETHENYL)-9-DECEN-1-YL ACETATE A COMPONENT OF THE CALIFORNIA RED SCALE PHEROMONE
Calo, Vincenzo,Lopez, Luigi,Fiandanese, Vito
, p. 577 - 579 (2007/10/02)
A diastereomeric mixture of (3S,6R) and (3S,6S) 3-methyl-6-(1-methylethenyl)-9-decen-1-yl acetate 1(a,b) has been synthesized in high yield starting from (S)-(-)-citronellol.The key step of the synthesis is the regioselective coupling of the benzothiazole
SYNTHESE DIASTEREOSELECTIVE D'UNE COMPOSANTE DE LA PHEROMONE SEXSUELLE DE "L'ECAILLE ROUGE DE CALIFORNIE" : L'ACETATE D'ISOPROPENYL-6 METHYL-3 DECENE-9 YLE(3S, 6R)
Baudouy, Rene,Maliverney, Christian
, p. 471 - 480 (2007/10/02)
6-Isopropenyl 3-methyl 9-decene yl acetate (3S, 6R) has been synthesized from readily available trans(-)-dihydrocarvone.Regioselective ozonolysis of this ketone silyl enol ether is the key step of the sequence and allows to preserve both chiral centers.