Iodine and its interhalogen compounds: Versatile reagents in carbohydrate chemistry VIII. A simple, practical method for the preparation of glycosyl iodides from per-O-acetyl or other derivatives of carbohydrates

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Kartha, K. P. R. and Field, R. A. ORCID: https://orcid.org/0000-0001-8574-0275 (1998) Iodine and its interhalogen compounds: Versatile reagents in carbohydrate chemistry VIII. A simple, practical method for the preparation of glycosyl iodides from per-O-acetyl or other derivatives of carbohydrates. Carbohydrate Letters, 3 (3). pp. 179-186. ISSN 1073-5070

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Abstract

Treatment of per-O-acetylated mono-, and di-saccharides with hexamethyldisilane (HMDS) and iodine at ambient temperature results in the formation of the respective glycosyl iodides in near quantitative yield. This reagent system also enables direct conversion of O-glycosides, such as 2-(trimethylsilyl)ethyl and benzyl glycosides of mono-, di- and tri-saccharides, to the respective glycosyl iodides in a simple and efficient manner. The reaction is homogeneous, relatively fast and yields product that is pure enough for most subsequent applications.

Item Type:	Article
Uncontrolled Keywords:	glycosyl iodide synthesis,hmds-i system,o-glycosides,per-o-acetylated glycoses,endocrinology ,/dk/atira/pure/subjectarea/asjc/1300/1310
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 09:30
Last Modified:	25 Sep 2024 18:09
URI:	https://ueaeprints.uea.ac.uk/id/eprint/96700
DOI:

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