Title: | "Metathesis-mediated synthesis of (R)-10-methyl-2-tridecanone, the southern corn rootworm pheromone" |
Address: | "Photosensitive Materials Research Center, Toyo Gosei Co, Ltd, Inzai, Chiba, Japan" |
Journal Title: | Biosci Biotechnol Biochem |
ISSN/ISBN: | 1347-6947 (Electronic) 0916-8451 (Linking) |
Abstract: | "(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" |
Keywords: | Animals Catalysis Coleoptera/*chemistry Cross-Linking Reagents Female Ketones/*chemical synthesis Pheromones/*chemistry Zea mays/*parasitology; |
Notes: | "MedlineShikichi, Yasumasa Mori, Kenji eng Research Support, Non-U.S. Gov't England 2012/02/09 Biosci Biotechnol Biochem. 2012; 76(2):407-9. doi: 10.1271/bbb.110738. Epub 2012 Feb 7" |