Metathesis-Mediated Synthesis of (R)-10-Methyl-2-tridecanone, the Southern Corn Rootworm Pheromone
2012
SHIKICHI, Yasumasa | Mori, Kenji
(R)-10-Methyl-2-tridecanone, the female sex pheromone of the southern corn rootworm (Diabrotica undecimpunctata howardi Barber), was synthesized in 9 steps from methyl (S)-3-hydroxy-2-methylpropanoate in a 15.7% overall yield. Olefin cross metathesis between (R)-6-methyl-1-nonene and 5-hexen-2-one employing Grubbs’ first-generation catalyst was the key step of the synthesis.
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