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Stereocontrolled synthesis of all of the four possible stereoisomers of 3,11-dimethyl-2-nonacosanone, the female sex pheromone of the german cockroach

✍ Scribed by Kenji Mori; Toshio Suguro; Satoru Masuda


Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
257 KB
Volume
19
Category
Article
ISSN
0040-4039

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✦ Synopsis


From the cuticular wax of sexually mature females of the German cockroach (Blattella germanica), Fukami and coworkers isolated 3,11-dimethyl-2-nonacosanone (L) as the sex pheromone which elicited typical courting behavior in males inclucing wing-raising. 2 A number of syntheses were reported yielding a diastereomeric mixture of 1. 2-6 However, no synthesis of optically pureAwas reported except an unsuccessful attempt to that goal by Rossi et al..' We have --


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