Catalytic stereoselective synthesis of β-digitoxosides: direct synthesis of digitoxin and C1'-epi-digitoxin.

@article{Baryal2013CatalyticSS,
  title={Catalytic stereoselective synthesis of β-digitoxosides: direct synthesis of digitoxin and C1'-epi-digitoxin.},
  author={Kedar N. Baryal and S. Adhikari and J. Zhu},
  journal={The Journal of organic chemistry},
  year={2013},
  volume={78 24},
  pages={
          12469-76
        }
}
  • Kedar N. Baryal, S. Adhikari, J. Zhu
  • Published 2013
  • Chemistry, Medicine
  • The Journal of organic chemistry
  • A mild and atom-economic rhenium(V)-catalyzed stereoselective synthesis of β-D-digitoxosides from 6-deoxy-D-allals has been described. This β-selective glycosylation was achieved probably because of the formation of corresponding α-digitoxosides disfavored by 1,3-diaxial interaction. In addition, this method has been successfully applied to the synthesis of digitoxin trisaccharide glycal for the direct synthesis of digitoxin and C1'-epi-digitoxin. 
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