Abstract
Substituted cyclodextrins carrying methyl groups on the primary rim undergo highly regioselective de- O-methylation in the presence of benzyl groups, using diisobutylaluminium. This gave access to AD or AB di-6- O-demethylated derivatives, which were fully characterised by NMR, MS and chemical degradation using the hex-5-enose method. Direct functionalisation of these derivatives, for example by glycosylation, makes this method an attractive procedure for the preparation of modified cyclodextrins.
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