Abstract

Abstract Heptakis(6-O-pivaloyl)-β-cyclodextrin, prepared in high yield by pivaloylation of β-cyclodextrin (β-CD), was treated with α,α-dimethoxytoluene in the presence of (+)-10-camphorsulfonic acid to give a 46% yield of eight-membered interglycosidic benzylidene acetal, 31,22-O-benzylidene-61,62,63,64,65,66,67-hepta-O-pivaloylcyclomaltoheptaose. Further reductive ring-opening reaction or acid hydrolysis of the benzylidene group gave versatile intermediates for regioselective modification of β-CD.

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