Tetrahedron Letters

Novel fluorinated amphiphilic cyclodextrin derivatives: Synthesis of mono-, di-and heptakis-(6-deoxy-6-perfluoroalkylthio)-β-cyclodextrins

S Peroche, H Parrot-Lopez

Index: Peroche, Sandrine; Parrot-Lopez, Helene Tetrahedron Letters, 2003 , vol. 44, # 2 p. 241 - 245

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Citation Number: 31

Abstract

A new series of fluorinated amphiphilic β-cyclodextrin derivatives has been synthesized. The strategy is based on the modification of the C-6 position of the mono-6-deoxy-6A-para- tolylsulfonyl, di-6A, 6D-deoxy-6A, 6D-(para-tolylsulfonyl) and heptakis-(6-deoxy-6-iodo)-β- cyclodextrin precursors. The synthesis lead to mono-perfluoroalkylthio-, di-perfluoroalkylthio- and heptakis-perfluoroalkylthio-β-cyclodextrin in excellent yields (90–99%).