Abstract Chiral (+)-and (−)-enantiomers of (2Z, 4E)-5-(1′, 2′-epoxy-2′, 6′, 6′- trimethylcyclohexyl)-3-methyl-2, 4-pentadienoic acid have been synthesized from the chiral epoxy alcohols (+)-and (−)-1′, 2′-dihydro-1′, 2′-epoxy-β-ionone, which were prepared by Katsuki-Sharpless' asymmetric epoxidation of β-cyclogeraniol. The (+)-enantiomer showed strong inhibitory activity in a rice seedling and lettuce germination assay, whereas ...
[Abad, Antonio; Agullo, Consuelo; Arno, Manuel; Cunat, Ana C.; Garcia, M. Teresa; Zaragoza, Ramon J. Journal of Organic Chemistry, 1996 , vol. 61, # 17 p. 5916 - 5919]