Journal
TETRAHEDRON
Volume 68, Issue 51, Pages 10470-10475Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.08.075
Keywords
Selenocarbohydrates; Neoglycoconjugates; Pseudodisaccharides; Chiral selenium compounds
Categories
Funding
- CNPq
- FAPERGS
- CAPES
- FAPESP
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The introduction of organoselenium moieties within the structure of carbohydrates has received attention recently. Herein, we report on the synthesis of selenium-containing neoglycoconjugates and pseudodisaccharides by the reaction of nucleophilic selenium species, generated from sugar diselenides, with chiral N-Boc aziridines and sugar tosylates. The reaction proceeds with moderate to good yields for various substrates. The introduction of organoselenium moieties within the framework of various sugars, with increased levels of complexity, thus allowing the synthesis of disaccharide and glycoconjugate mimetics. (C) 2012 Elsevier Ltd. All rights reserved.
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