K. Mori, Takashi Ohtaki, H. Ohrui
Mar 1, 2004
Citations
0
Influential Citations
30
Citations
Journal
European Journal of Organic Chemistry
Abstract
Starting from the enantiomers of citronellal and 1-octyn-3ol, all four stereoisomers of 6-acetoxy-19-methylnonacosane were synthesized with sufficiently high stereochemical purities (more than 90% ee at C-6; about 97% ee at C-19) for their biological testing as the female sex pheromone of the screwworm fly (Cochliomyia hominivorax). All four isomers showed strong pheromone activity even at 1 µg, and no significant difference was observed in their potency. Adams’ platinum oxide was found to cause partial racemization of en