Iodine and its interhalogen compounds:Versatile reagents in carbohydrate chemistry IX. A mild and selective deprotection of tert-butyldimethylsilyl (TBDMS) ethers in the presence of various protecting groups using iodine monobromide

Kartha, K. P.Ravindranathan and Field, Robert A. ORCID: https://orcid.org/0000-0001-8574-0275 (1999) Iodine and its interhalogen compounds:Versatile reagents in carbohydrate chemistry IX. A mild and selective deprotection of tert-butyldimethylsilyl (TBDMS) ethers in the presence of various protecting groups using iodine monobromide. Synlett (3). pp. 311-312. ISSN 0936-5214

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Abstract

Treatment of O-tert-butyldimethylsilyl (TBDMS) ethers of simple alcohols, carbohydrates or nucleosides with iodine monobromide in methanol or acetonitrile constitutes an effective method for their facile deprotection. The method can tolerate acid labile functionalities such as acetals, O-p-methoxybenzyl ethers, etc. as well as base labile groups such as esters and amides. An O-tert-butyldiphenylsilyl ether also survives the reaction conditions.

Item Type: Article
Uncontrolled Keywords: iodine monobromide,tbdms ethers,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1600/1605
Faculty \ School: Faculty of Science > School of Chemistry, Pharmacy and Pharmacology
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Depositing User: LivePure Connector
Date Deposited: 11 Sep 2024 09:30
Last Modified: 25 Sep 2024 18:08
URI: https://ueaeprints.uea.ac.uk/id/eprint/96691
DOI:

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