127841-36-5Relevant academic research and scientific papers
Chemistry of Dioxenium Cations. Synthetic and Mechanistic Studies on the Stereocontrolled Formation of Tetrahydropyrans from Homoallylic Alcohols and Ortho Esters
Perron-Sierra, Francoise,Promo, Michele A.,Martin, Van A.,Albizati, Kim F.
, p. 6188 - 6199 (1991)
Despite their long history, dioxenium cations are underutilized reactive synthetic intermediates.It was found that ortho esters and homoallylic alcohols in the presence of Lewis acids provide 4-heterosubstituted pyranosides in a stereoselective manner.The
Chemistry of aldolate dianions. β-silyloxy silyl enol ethers as bifunctional nucleophilic equivalents for oxygen heterocycle synthesis
Martin,Perron,Albizati
, p. 301 - 304 (2007/10/02)
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.
