REACTIONS OF KETENE ACETALS-14; THE USE OF SIMPLE MIXED VINYLKETENE ACETALS IN THE ANNULATION OF QUINONES

Article abstract of DOI:10.1016/S0040-4020(01)91496-6

α,β- and β,γ-unsaturated esters can be converted by strong base and chlorotrimethylsilane to the corresponding mixed vinylketene acetals which are shown to be particularly useful and generally applicable reagents for the regiospecific annulation of halogenoquinones.The reaction proceeds readily with a variety of substrates including benzoquinones.