Diastereoselective two-directional synthesis and cation transport ability of the central tristetrahydrofuranyl unit of meso polyether glabrescol as naturally occurring podand

The diastereoselective synthesis of the central 2,5-linked tristetrahydrofuran (trisTHF) 6 of naturally occurring meso polyether, glabrescol (5), has been achieved in a two-directional manner by the vanadium(V)-catalyzed anti oxidative cyclizations of diol 14. The trisTHF podand 6 and its stereoisomeric analogs 7 and 8 exhibited outstanding cation transport abilities for physiologically important Na+ and K+.

The central 2,5-linked tristetrahydrofuran (trisTHF) 6 of meso polyether glabrescol has diastereoselectively been synthesized under the concept of two-directional synthesis. The trisTHF 6 and its stereoisomers exhibited outstanding cation transport abilities for physiologically important Na+ and K+.Figure optionsDownload full-size imageDownload as PowerPoint slide