Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 19, Pages 3988-3991Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300123
Keywords
Carbohydrates; Glycosylation; Protecting groups; Stereoselectivity
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Funding
- EU European Regional Development Fund
- Polish National Science Centre [2012/05/B/ST5/0027]
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The application of the o-nitrobenzyl (oNBn) group is demonstrated. This practical methodology allows the stereocontrolled synthesis of glucosides with a 1,2-trans linkage. This new ether-type arming group can broadly extend the concept of the use of participating groups in glycosylation reactions. Easy protection and deprotection of the oNBn group further confirms its usefulness in synthesis.
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