Metathesis-Mediated Synthesis of (R)-10-Methyl-2-tridecanone, the Southern Corn Rootworm Pheromone
Copyright policy )Metathesis-Mediated Synthesis of (R)-10-Methyl-2-tridecanone, the Southern Corn Rootworm Pheromone
(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.
<I>Diabrotica</I> <I>undecimpunctata</I> <I>howardi</I> Barber, Ketones, 10-methyl-2-tridecanone, Zea mays, Catalysis, Pheromones, Coleoptera, pheromone, Cross-Linking Reagents, Animals, Female, metathesis, Grignard coupling
<I>Diabrotica</I> <I>undecimpunctata</I> <I>howardi</I> Barber, Ketones, 10-methyl-2-tridecanone, Zea mays, Catalysis, Pheromones, Coleoptera, pheromone, Cross-Linking Reagents, Animals, Female, metathesis, Grignard coupling
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