Stereoselective Synthesis of Selenium-Containing Glycoconjugates via the Mitsunobu Reaction.

A simple and efficient route for the synthesis of new glycoconjugates has been developed. The approach acts as a model for a mini-library of compounds with a deoxy-selenosugar core joined to a polyphenolic moiety with well-known antioxidant properties. An unexpected stereocontrol detected in the Mitsunobu key reaction led to the most attractive product showing a natural d-configuration. Thus, we were able to obtain the target molecules from the commercially available d-ribose via a shorter and convenient sequence of reactions.

Citation

Luigia Serpico, Mauro De Nisco, Flavio Cermola, Michele Manfra, Silvana Pedatella. Stereoselective Synthesis of Selenium-Containing Glycoconjugates via the Mitsunobu Reaction. Molecules (Basel, Switzerland). 2021 Apr 27;26(9)

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PMID: 33925409

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