SYNTHESIS OF ALL OF THE FOUR POSSIBLE STEREOISOMERS OF 5-HYDROXY-4-METHYL-3-HEPTANONE (SITOPHILURE), THE AGGREGATION PHEROMONE OF THE RICE WEEVIL AND THE MAIZE WEEVIL

Article abstract of DOI:10.1016/S0040-4020(01)87281-1

All of the four possible stereoisomers <(4S,5R)-, (4R,5S)-, (4R,5R)- and (4S,5S)-isomers> of 5-hydroxy-4-methyl-3-heptanone (sitophilure) were synthesized from methyl (R)-3-hydroxypentanoate of microbial origin.