SYNTHESIS OF (2S,3R,1'R)-STEGOBINONE, THE PHEROMONE OF THE DRUGSTORE BEETLE, WITH STEREOCONTROL AT C-2 AND C-1'

Article abstract of DOI:10.1016/S0040-4020(01)87280-X

(2S,3R,1'R)-Stegobinone <2,3-dihydro-2,3,5-trimethyl-6-(1'-methyl-2'-oxobutyl)-4H-pyran-4-one>, the pheromone of Stegobium paniceum L., was synthesized with stereocontrol at C-2 and C-1' starting from ethyl (R)-3-hydroxybutanoate and methyl (R)-3-hydroxy-