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Updated: Jul 19, 2025

Hierarchical and Programmable One-Pot Oligosaccharide Synthesis
Published on: September 6, 2019
A Short Route to the Synthesis of Digoxose Trisaccharide Glycal Donor via Mislow-Evans Rearrangement
Intzar Ali1, M V Kamala Lakshmi1, Ramu Sridhar Perali1
1School of Chemistry, University of Hyderabad, C. R. Rao Road, Gachibowli, Hyderabad 500 046, India.
Abstract:
The Mislow-Evans rearrangement was used as a key reaction to construct digitoxose-derived glycals. The same rearrangement was iteratively performed on di- and trisaccharides to form the digoxose glycal donor component present in the cardenolides digitoxin, digoxin, and gitoxin. The scalability of the trisaccharide synthesis was shown by performing the reactions on a multigram scale. Glycosylation reactions were also performed between the synthesized digoxin glycal donor and aglycons digoxigenin and gitoxigenin to synthesize novel cardenolide derivatives.
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