Effective synthesis of negatively charged cyclodextrins. Selective access to phosphate cyclodextrins |
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Authors: | Óscar López Mikael Bols |
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Institution: | a Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, Apartado 1203, E-41071 Seville, Spain b Department of Chemistry, University of Copenhagen, Universitetsparken 5, 2100 Kbh. Ø, Denmark |
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Abstract: | We report the selective preparation of α- and β-cyclodextrins bearing one and two phosphate moieties on the primary rim. These compounds were prepared by selective O-debenzylation of fully protected derivatives, followed by phosphorylation and deprotection. The synthesis of an α-cyclodextrin with both, a carboxylic group and a phosphate moiety on primary positions is also described. Title compounds are examples of negatively charged cyclodextrins that might be of interest in studying the complexation of cationic guests. |
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