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Synthesis 1991; 1991(9): 737-738
DOI: 10.1055/s-1991-26560
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Cyclodextrin Chemistry; Part I. Application of a Regioselective Acetolysis Method for Benzyl Ethers

Pierre Angibeaud* , Jean-Pierre Utille
  • *Centre de Recherches sur les Macromolécules Végétales, CNRS, B.P. 53 X, F-38041 Grenoble Cedex, France
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Publication Date:
29 April 2002 (online)

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Regioselective acetolysis of cyclomaltohexaose perbenzyl ethers at C-6 with acetic anhydride in the presence of trimethylsilyl trifluoromethanesulfonate at low temperature constitutes an easy route to the C-6 acetylated intermediate 2. Further transformation of 2 to intermediates 3 and 4 with protected primary or secondary hydroxy groups, respectively, are described.