THIO-CLICK CHEMISTRY APPROACH TO GLYCOMIMETICS. SYNTHESIS AND DESIGN OF NEW THIO SUGARS AS POTENTIAL INHIBITORS OF GALECTIN-3.

摘要

During the last decade, Sharpless concept of click chemistry was transplanted to carbohydrate chemistry. While, the original alkyne-azide concept of click-chemistry is well known, the alternative thiol-click is relatively unexplored. Recently, we have developed one-pot, Thiol Enone Michael Addition (TEMA) click procedure protocol for the synthesis of new family of (1-5)-C-thiodisaccharides4. Starting templates for the specifically developed TEMA thiol-click approach were new reactive diene 2 and epoxide 3 conveniently prepared in our laboratory.