SELECTIVE ALKYLATIONS OF CYCLODEXTRINS AT THE LEVELS OF MINIMAL EFFECTIVE BASICITY

摘要

By controlling basicity of the reaction, it is possible to alkylatepreferentially the secondary hydroxyls of cyclodextrins. Thesehydroxyls surround the principal, wide, entry into the cyclodextrin cavityand, thus, their substitution by suitably chosen substituents canimprove the formation of inclusion complexes. By methods of the invention,cyclodextrin derivatives substituted with fused 1,4-dioxanering(s) can be obtained. If a reagent with one alkylating moiety is used, amixture of ethers of cyclodextrin is formed. Using methods ofthis invention, up to 96 % of the substitution can be directed to thesecondary hydroxyls.