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Issue 10, 2011
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Synthesis of non-natural carbohydrates from glycerol and aldehydes in a one-pot four-enzyme cascade reaction

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Abstract

A simple procedure has been developed for the synthesis of enantio- and diastereomerically pure carbohydrate analogues from glycerol and a variety of aldehydes in one pot using a four-enzyme cascade reaction. As a proof of concept of the usefulness of this enzymatic catalytic cascade the naturally occurring azasugarD-fagomine was synthesized. This work highlights the potential value of using enzymes in cascade reactions to selectively form complex products that by previous traditional organic chemistry could only be obtained via repeated isolation and purification of intermediates.

Graphical abstract: Synthesis of non-natural carbohydrates from glycerol and aldehydes in a one-pot four-enzyme cascade reaction

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Article information


Submitted
19 Apr 2011
Accepted
28 Jun 2011
First published
15 Aug 2011

Green Chem., 2011,13, 2895-2900
Article type
Paper

Synthesis of non-natural carbohydrates from glycerol and aldehydes in a one-pot four-enzyme cascade reaction

L. Babich, L. J. C. van Hemert, A. Bury, A. F. Hartog, P. Falcicchio, J. van der Oost, T. van Herk, R. Wever and F. P. J. T. Rutjes, Green Chem., 2011, 13, 2895
DOI: 10.1039/C1GC15429J

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