Amplification of the reactivity difference between two methylene groups of cyclodextrins via a cap

Abstract

A novel concept has been established for making hetero-disubstituted cyclodextrin derivatives. Upon treatment with imidazole, 6^A,6^B-mesitylenedisulfonyl-capped β-cyclodextrin 1 demonstrated a reactivity about 10 times higher at the 6^B position than at the 6^A position, leading to the selective formation of hetero-disubstituted cyclodextrins 3.