Type-II Intramolecular Cycloaddition of Alkenes with Vinylketenes Prepared by the Regiospecific Deprotonation of β,β-Disubstituted α,β-Unsaturated Acid Chlorides

Article abstract of DOI:10.1021/jo00233a020

Treatment of β,β-disubstituted α,β-unsaturated acid chlorides with Et3N in the presence of an alcohol leads to mixtures of vinylketenes, which were trapped as the β,γ-unsaturated ester.These studies establish that deprotonation occurs largely on the less