| Abstract
| - Derivatives of the cyclodextrins, αCD, βCD, and γCD, inwhich all primary hydroxyls are substitutedby amine pendant groups, may be synthesized efficiently from theper-6-bromo-6-deoxy-CDderivatives by direct reaction with amines. These ACD derivatives,which bear six, seven, or eightamine pendent groups, represent interesting biomimetic receptors andcatalysts. The syntheticstrategy relies on quantitative transformation and efficientpurification as is demonstrated bypreparation of 11 homogeneous ACD derivatives. The limitations ofthe synthesis and potentialadaptations are illustrated by the synthesis of several more ACDderivatives to >95% purity. Asynthetic route to a CD persubstituted with primary aminefunctionalities at the primary face,per-6-(aminomethyl)-6-deoxy-CD, yields an alternative reagent to thesimple per-6-amino-6-deoxy-CD, which is more suitable for further synthetic transformations.The synthetic strategy is furtheradapted to preparation of a prototypical (6 + 1)-ACD derivative inwhich one primary position issubstituted with a sulfide group and the remaining six primary facepositions are substituted withamine pendent groups.
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