Chemistry of aldolate dianions. β-silyloxy silyl enol ethers as bifunctional nucleophilic equivalents for oxygen heterocycle synthesis

Article abstract of DOI:10.1016/S0040-4039(00)94538-6

A variety of β-silyloxy silyl enol ethers (3) are easily produced by double deprotonation of readily available β-hydroxyketones. These substances undergo cyclization reactions with dioxenium cations to provide 2-alkoxy-tetrahydropyranones, thus confirming the use of 3 as bifunctional reagents for oxygen heterocycle synthesis.