Functionalization of cyclodextrins via reactions of 2,3-anhydrocyclodextrins.

@article{Yuan2003FunctionalizationOC,
  title={Functionalization of cyclodextrins via reactions of 2,3-anhydrocyclodextrins.},
  author={De-Qi Yuan and T. Tahara and Wen-Hua Chen and Y. Okabe and C. Yang and Youichi Yagi and Y. Nogami and M. Fukudome and K. Fujita},
  journal={The Journal of organic chemistry},
  year={2003},
  volume={68 24},
  pages={
          9456-66
        }
}
Three types of reactions of 2,3-anhydro-beta-cyclodextrins, namely nucleophilic ring-opening, reduction to 2-enopyranose, and reduction to 3-deoxypyranose, have been investigated to regio- and stereoselectively functionalize the secondary face of beta-cyclodextrin. Upon treatment with various nucleophiles, both 2,3-mannoepoxy and 2,3-alloepoxy-beta-cyclodextrins are found to undergo nucleophilic ring-opening reaction generating 3- and 2-modified cyclodextrin derivatives. In each case, the 3… Expand
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