Selective mono-O-sulfonylation of A,B-di-altro-beta-cyclodextrin by utilizing restricted orientation of a guest-type sulfonylating reactant in the elliptically distorted cavity: the 2~A-O-and 3~G-O-2-naphthalenesulfonates as a versatile scaffold to p

摘要

A,B-di-altro-beta-cyclodextrin,which has 21 different hydroxyl groups,was selectively sulfonylated by 2-naphthalenesulfon-yl chloride at the 2~A-OH of the altrose residue and the 3~G-OH of the glucoside residue adjacent to the altroside residue.The latter sulfonate provides for the first time a possibility for the synthesis of functional cyclodextrins that have two altrose residues adjacent to the functionalized one(either of glucose type or of altrose type)to control the orientation of substrate.