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Effective synthesis of negatively charged cyclodextrins Selective access to phosphate cyclodextrins

Effective synthesis of negatively charged cyclodextrins Selective access to phosphate cyclodextrins

Tetrahedron 64(32): 7587-7593

We report the selective preparation of alpha- and beta-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 a-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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Accession: 031126727

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DOI: 10.1016/j.tet.2008.05.094

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