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Issue 27, 2011
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Iridium-catalysed condensation of alcohols and amines as a method for aminosugar synthesis

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Abstract

Primary carbohydrate amines at primary and secondary carbons are alkylated by alcohols in the presence of [Cp*IrCl2]2. When primary carbohydrate alcohols are used as the coupling partners and in the presence of Cs2CO3, amine-linked pseudodisaccharides are obtained. Secondary carbohydrate alcohols are unaffected under these conditions, which allows regioselective reactions.

Graphical abstract: Iridium-catalysed condensation of alcohols and amines as a method for aminosugar synthesis

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Article information


Submitted
12 May 2011
Accepted
26 May 2011
First published
08 Jun 2011

This article is Open Access

Chem. Commun., 2011,47, 7827-7829
Article type
Communication

Iridium-catalysed condensation of alcohols and amines as a method for aminosugar synthesis

I. Cumpstey, S. Agrawal, K. E. Borbas and B. Martín-Matute, Chem. Commun., 2011, 47, 7827
DOI: 10.1039/C1CC12800K

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