Preparation of an ?-cyclodextrin-linked chitosan derivative via reductive amination strategy

Chitosan Chemistry and Pharmaceutical Perspectives

“…Although the functionalization of hydroxyl groups at the 6-position in CD is relatively easy, the secondary alcohols (2 and 3 positions) are most important in binding studies . Sakairi and co-workers , prepared α-CD-linked chitosan (Figure , 23 ) using 2- O -formylmethyl-α-CD by reductive N -alkylation and confirmed the host−guest complex of 23 with p -nitrophenol. Chen and Wang obtained CD-linked chitosan ( 24 ) using tosylated β-CD and further evaluated the potential of β-CD for the release of 131 I 2 in vivo.…”

Synthesis and supramolecular properties of regioisomers of mononaphthylallyl derivatives of γ-cyclodextrin

“…Direct alkylation methods have been studied in CD chemistry over last twenty years [ 11 , 14 , 29 – 34 ]. As mentioned before, it is possible to direct the alkylation to the specific position just by changing the amount of a base used for the reaction.…”

Monosubstituted Cyclodextrins as Precursors for Further Use

“…Allyl derivatives of CDs have been successfully applied in cross-metathesis [55][56][57] and, together with cinnamyl derivatives, could be oxidised to formylmethyl or carboxymethyl functional groups (see below). These derivatives could be then used for the Wittig reaction (so far applied only for formyl derivatives), [58][59][60] imine formation, [61,62] reductive amination [63] or the formation of amide bonds. [64,65] Amino-CD derivatives are used for amide formation as well.…”