Specific sulfonation on a secondary hydroxyl group (C-2-OH or C-3-OH) of -cyclodextrin was elucidated. A reaction of -cyclodextrin with m-nitrobenzenesulfonyl chloride exclusively gave the C-2-sulfonate, while /3-naphthalenesulfonyl chloride selectively afforded the C-3-sulfonate. The former reaction also gave selectively 2A2B-, 2A2C-, and 2A2D-disulfonates as the products of disulfonation. They were well separated by reversed-phase column chromatography, isolated, and converted to corresponding di-manno-epoxides. Structural determinations of the disulfonates and the diepoxides were made from their

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