Journal
TETRAHEDRON
Volume 67, Issue 43, Pages 8411-8420Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.07.026
Keywords
Regioselective glycosylation; Directing protecting group; Hydrogen bond acceptor; Disaccharide
Categories
Funding
- Canadian Foundation for Innovation
- NSERC
- FQRNT
- CIHR
- AstraZeneca
- AB Science
- ViroChem Pharma
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A directing/protecting group designed for regioselective functionalization of partially-protected glucopyrannosides has been successfully used to prepare disaccharides in high yields. Most importantly, it has been demonstrated that highly regioselective and stereoselective glycosylation can be achieved when disarmed donors are employed. This study demonstrates the ability of directing/protecting group to induce regioselective glycosylation of carbohydrates and opens the field to the design of other DPGs for other monosaccharides. (C) 2011 Elsevier Ltd. All rights reserved.
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