Selectivity tuning of cyclodextrin derivatives by specific substitution

A new, highly enantioselective cyclodextrin derivative combining the properties of heptakis(6‐ O ‐ tert ‐butyldimethylsilyl‐2,3‐di‐ O ‐methyl)‐β‐cyclodextrin and heptakis(2,3‐di‐ O ‐acetyl‐6‐ O ‐ tert ‐butyldimethylsilyl)‐β‐cyclodextrin was prepared by exchanging a methyl group for an acetyl substituent in a single glucose unit of heptakis(6‐ O ‐ tert ‐butyldimethylsilyl‐2,3‐di‐ O ‐methyl)‐β‐cyclodextrin. A comparative evaluation of the separation capabilities showed that the enantioselectivity of both “parent” cyclodextrin derivatives is transferred to the new chiral stationary phase.