Methoxycarbonyl shifts in Diels–Alder adducts of methoxycarbonyl-1,4-benzoquinones
Abstract
Treatment of 4a,5,8,8a-tetrahydro-4a-methoxycarbonyl-1,4-naphthaquinone with acetic anhydride gives the Δ8a,1 enol acetate, which in the presence of sodium acetate yields 1,4-diacetoxy-5,8-dihydro-6-methoxy-carbonylnaphthalene; the 2- and the 5-methyl, and the 2,5-dimethyl homologues behave analogously.