Grignard reagents react with 7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride and produce in high yields the corresponding substituted bicyclo-γ-butanolides. These lactones produce the title compounds by retro Diels-Alder reaction during distillation.
One-pot synthesis of α,β-butenolides from methyl (Z)-3-chloroacrylate
作者:José Barluenga、José R. Fernández、Miguel Yus
DOI:10.1039/c39860000183
日期:——
A one-potsynthesis of 4,4-disubstituted α,β-butenolidesfrommethyl (Z)-3-chloroacrylate by successive addition of a Grignard reagent, lithiation, and carbonation is described.