SYNTHESE DE MONODIOXOLANNES DE DICETONES-1,4 ET DE DICETONES-1,4 AU MOYEN DES ANHYDRIDES MIXTES CARBOXYLIQUES ET CARBONIQUES: APPLICATION A LA PREPARATION DE LA DIHYDROJASMONE, DE LA Z-JASMONE ET DE LA DEHYDROJASMONE

Article abstract of DOI:10.1016/S0040-4020(01)92014-9

Levulinic acid 1 is easily converted by two steps into mixed carboxylic and carbonic anhydride 3 which reacts with the organolithium reagent issued from trimethylsilyl esters.Monoethylene acetal of 1,4-diketones 4 can be prepared; it is also possible to obtain 1,4-diketones 5 in one step by hot acid hydrolysis.The preparation of the dihydrojasmone 6d, Z-jasmone 6e and dehydrojasmone 6f shows the efficiency of the process.