Title: | "Synthesis of all the stereoisomers of 6-methyl-2-octadecanone, 14-methyl-2-octadecanone, and 6,14-dimethyl-2-octadecanone, sex pheromone components of the Lyclene dharma dharma moth, from the enantiomers of citronellal" |
Address: | "Photosensitive Materials Research Center, Toyo Gosei Co., Ltd., Wakahagi, Chiba, Japan" |
Journal Title: | Biosci Biotechnol Biochem |
ISSN/ISBN: | 1347-6947 (Electronic) 0916-8451 (Linking) |
Abstract: | "The enantiomers of citronellal were converted to all the stereoisomers of 6-methyl-2-octadecanone, 14-methyl-2-octadecanone, and 6,14-dimethyl-2-octadecanone, the female-produced sex pheromone components of the Lyclene dharma dharma moth. Three well-established procedures, the Wittig reaction, alkylation of alkynes, and acetoacetic ester synthesis, were employed for the carbon-carbon bond formation to connect the building blocks" |
Keywords: | "Acyclic Monoterpenes Aldehydes/*chemistry Animals Chemistry Techniques, Synthetic Ketones/*chemical synthesis/*chemistry Monoterpenes/*chemistry Moths/*chemistry Sex Attractants/*chemical synthesis/*chemistry Stereoisomerism;" |
Notes: | "MedlineShikichi, Yasumasa Mori, Kenji eng Research Support, Non-U.S. Gov't England 2012/10/11 Biosci Biotechnol Biochem. 2012; 76(10):1943-51. doi: 10.1271/bbb.120436. Epub 2012 Oct 7" |