Exploiting an aromatic aglycone as a reporter of glycosylation stereochemistry in the synthesis of 1,6-linked maltooligosaccharides

Marmuse, Laurence, Nepogodiev, Sergey A. and Field, Robert A. ORCID: https://orcid.org/0000-0001-8574-0275 (2005) Exploiting an aromatic aglycone as a reporter of glycosylation stereochemistry in the synthesis of 1,6-linked maltooligosaccharides. Tetrahedron Asymmetry, 16 (2). pp. 477-485. ISSN 0957-4166

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Abstract

Analysis of glycosylation stereoselectivity in the synthesis of branched maltooligosaccharides is hampered by poor spectral dispersion due to the repetitive nature of the saccharide chain and overlap of sugar H-1 signals with benzylic proton signals from the typically used benzyl ether protecting groups. A suitably protected p-methoxyphenyl maltoside acceptor, when coupled with benzylated maltooligosaccharide donors, gives discrete aglycone 1H NMR signals that can be used to report on the stereoselectivity of 1,6-glycosylation reactions.

Item Type:	Article
Additional Information:	Funding Information: These studies were supported by the Weston Foundation and the EPSRC.
Uncontrolled Keywords:	catalysis,physical and theoretical chemistry,organic chemistry,inorganic chemistry ,/dk/atira/pure/subjectarea/asjc/1500/1503
Faculty \ School:	Faculty of Science > School of Chemistry, Pharmacy and Pharmacology
Related URLs:	http://www.scopus.com/inward/record.url?...
Depositing User:	LivePure Connector
Date Deposited:	10 Sep 2024 12:30
Last Modified:	25 Sep 2024 18:08
URI:	https://ueaeprints.uea.ac.uk/id/eprint/96646
DOI:	10.1016/j.tetasy.2004.11.047

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