Abstract
A new and highly efficient methodology for the stereo-controlled synthesis of aminodeoxyalditols is described through a dimesylation/intramolecular S N 2 nucleophilic substitution ring-forming reaction sequence from glucose, mannose, and galactose derivatives. The degree of difficulty and rate of the reaction of dimesylates in the cyclization process is evaluated and shows the trend: galactose > glucose > mannose derivatives, which has been identified from our experiments and classical theories.
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