What is it about?
Blocking the secondary hydroxyl rim in beta-cyclodextrin using Cu(II) the 6-O-tosylation becomes effective. The method has been confirmed on ten-kg scale synthesis.
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Why is it important?
6-O-monotosylated-beta-cyclodextrin is an important intermediate.
Perspectives
Synthesis of 6A,6C- and 6A,6D-ditosylated byproduct can be easily isolated during the purification.
Dr Laszlo Jicsinszky
University of Turin, DSTF
Read the Original
This page is a summary of: Copper(II)-Complex Directed Regioselective Mono- p -Toluenesulfonylation of Cyclomaltoheptaose at a Primary Hydroxyl Group Position: An NMR and Molecular Dynamics-Aided Design , The Journal of Physical Chemistry, June 2011, American Chemical Society (ACS),
DOI: 10.1021/jp2035345.
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