REACTIONS OF ORGANOLITHIUM REAGENTS WITH p-BENZOQUINONES AND CYCLOHEXADIENONS, SYNTHESIS OF 4-ALKYL-4-HYDROXYCYCLOHEXA-2,5-DIEN-1-ONES AND 1,4-DIALKYLCYCLOHEXA-2,5-DIENE-1,4-DIOLS.

Article abstract of DOI:10.1016/S0040-4039(00)71450-X

Addition of organolithium reagents to p-benzoquinones in ether gives the corresponding 4-alkyl-4-hydroxycyclohexa-2,5-dien-1-ones.Addition of excess of the reagent to the p-benzoquinones, or to the 4-alkyl-4-hydroxycyclohexa-3,5-dien-1-ones, in tetrahydrofuran, gives the corresponding dialkylcyclohexa-2,5-diene-1,4-diols.