Iodine: A versatile reagent in carbohydrate chemistry II. Efficient chemospecific activation of thiomethylglycosides

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Kartha, K. P.Ravindranathan, Aloui, Mahmoud and Field, Robert A. ORCID: https://orcid.org/0000-0001-8574-0275 (1996) Iodine: A versatile reagent in carbohydrate chemistry II. Efficient chemospecific activation of thiomethylglycosides. Tetrahedron Letters, 37 (29). pp. 5175-5178. ISSN 0040-4039

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Abstract

Iodine has been found to be an efficient promoter in the alcoholysis of unprotected or fully benzylated methyl 1-thio-β-D-galactopyranoside. Stereoselective formation of 1,2-cis linkages in oligosaccharide synthesis using 'armed' thiomethyl glycosides as glycosyl donors was also observed. Protecting groups such as acetate, benzoate, benzylidene, isopropylidene, trimethylsilylethyl etc are stable under the reaction conditions.

Item Type:	Article
Uncontrolled Keywords:	biochemistry,drug discovery,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1300/1303
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:	11 Sep 2024 14:30
Last Modified:	25 Sep 2024 18:09
URI:	https://ueaeprints.uea.ac.uk/id/eprint/96713
DOI:	10.1016/0040-4039(96)01029-5

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