Efficient and Versatile Modification of the Secondary Face of Cyclodextrins through Copper-Catalyzed Huisgen 1,3-Dipolar Cycloaddition

The perfunctionalization of the secondary face of cyclodextrins (CDs) is a challenging task that often results in poor yields. Here, we report that the use of copper-catalyzedHuisgen 1,3-dipolar cycloaddition is an efficient and versatile strategy that provides perfunctionalized CDs at the secondary face with good to high yields. A variety of functional groups, such as alkyl, alkenyl, ester, carboxylic acid, amide, and alcohol, have been successfully incorporated on the secondary face of β-CD from the same starting material. These functionalized CD derivatives could be used as building blocks for further structural modification or as hosts for different applications.