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Synthesis of O-Glycosides Dimers Catalysed by Tellurium (IV) Tetrachloride

Authors :
João R. de Freitas Filho
Paulo H. Menezes
Juliano C. R. Freitas
Túlio R. Couto
Source :
Proceedings of the 14th Brazilian Meeting on Organic Synthesis Proceedings.
Publication Year :
2013
Publisher :
Editora Edgard Blücher, 2013.

Abstract

The synthesis of this class of compounds is generally based on the glycosidation reaction, which involves a nucleophilic substitution reaction combined with an allylic shift in a glucal. A number of Lewis acids and oxidizing agents can promote the reaction. These methods, however, present some drawbacks such as low yields and lack of selectivity. The ongoing interest in constructing libraries of highly glycosylated compounds that can mimic specific oligosaccharide-protein interactions prompted us to further search for efficient routes based on the use of tellurium tetrahalides toward glycosylated building blocks. 2

Details

Database :
OpenAIRE
Journal :
Proceedings of the 14th Brazilian Meeting on Organic Synthesis Proceedings
Accession number :
edsair.doi...........637257c3130460878376b3a4bc0c76ad
Full Text :
https://doi.org/10.5151/chempro-14bmos-r0218-2