Concise synthesis of 1,3-di-O-substituted tetrahydropyran derivatives as conformationally stable pyranose mimetics

摘要

A practical synthetic route to 1,3-di-O-substituted tetrahydropyrans has been developed. An important feature of these obtained glycomimetics is the bulky t-butyl functionality at the C-4 position, which imposes a chair conformation as the lowest energy conformer, making these compounds ideal pyranose mimetics.