Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 25, Issue 51, Pages 11831-11836Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201901969
Keywords
carbohydrate chemistry; glycosylation; stereocontrolled reactions; synthesis
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Funding
- National Institute of General Medical Sciences [U01GM120673]
- National Science Foundation [CHE-1800350]
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Presented herein is a study of the conformation and reactivity of highly reactive thioglycoside donors. The structural studies have been conducted using NMR spectroscopy and computational methods. The reactivity of these donors has been investigated in bromine-promoted glycosylations of aliphatic and sugar alcohols. Swift reaction times, high yields, and respectable 1,2-cis stereoselectivity were observed in a majority of these glycosylations.
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