Synthesis of hexakis(2-keto-3,6-anhydro)cyclomaltohexaose: structural studies and Pb 2+ complexation evaluation

Molecules which scavenge heavy metals are of significant interest for medical applications such as toxic metal decontamination or medical imaging. We report the first synthesis of hexakis(2-keto-3,6-anhydro)cyclomaltohexaose in good yield using mild conditions (Swern oxidation). This potential synth...

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Bibliographic Details
Published inTetrahedron letters Vol. 50; no. 29; pp. 4251 - 4253
Main Authors Berthelot, Thomas, Chamot-Rooke, Julia, Baudin, Cécile
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 2009
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Summary:Molecules which scavenge heavy metals are of significant interest for medical applications such as toxic metal decontamination or medical imaging. We report the first synthesis of hexakis(2-keto-3,6-anhydro)cyclomaltohexaose in good yield using mild conditions (Swern oxidation). This potential synthon exhibits reactivity towards water which results in its total conversion into the per( gem-diol) derivative. The first computational study of Pb 2+ complexation with per-3,6-anhydro-α-cyclodextrin in water is also reported.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2009.05.019