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Issue 8, 2014
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Glycosylation with N-acetyl glycosamine donors using catalytic iron(III) triflate: from microwave batch chemistry to a scalable continuous-flow process

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Abstract

Efficient and highly selective glycosylation reactions of peracetylated β-D-N-acetyl gluco- and galactosamine are described using catalytic iron(III) triflate under microwave conditions or in a continuous flow process. Simple β-glycosides and β-(1 → 6), β-(1 → 2) and β-(1 → 3) linked disaccharides bearing various protecting groups were obtained in high yields. Insights into the glycosylation mechanism are discussed.

Graphical abstract: Glycosylation with N-acetyl glycosamine donors using catalytic iron(iii) triflate: from microwave batch chemistry to a scalable continuous-flow process

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The article was received on 30 Jun 2014, accepted on 11 Aug 2014 and first published on 11 Aug 2014


Article type: Research Article
DOI: 10.1039/C4QO00183D
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Citation: Org. Chem. Front., 2014,1, 992-1000
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    Glycosylation with N-acetyl glycosamine donors using catalytic iron(III) triflate: from microwave batch chemistry to a scalable continuous-flow process

    A. Xolin, A. Stévenin, M. Pucheault, S. Norsikian, F. Boyer and J. Beau, Org. Chem. Front., 2014, 1, 992
    DOI: 10.1039/C4QO00183D

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