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Novel strategies for the synthesis of unsymmetrical glycosyl disulfides
Ribeiro Morais, Goreti Springett, Bradley R. Pauze, Martin Schröder, Lisa Northrop, Matthew Falconer, Robert A.
Ribeiro Morais, Goreti
Springett, Bradley R.
Pauze, Martin
Schröder, Lisa
Northrop, Matthew
Falconer, Robert A.
Publication Date
2016-03
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© 2016 RSC. Reproduced in accordance with the publisher's self-archiving policy.
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02/02/2016
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Abstract
Novel strategies for the efficient synthesis of unsymmetrical glycosyl disulfides are reported. Glycosyl disulfides are increasingly important as glycomimetics and molecular probes in glycobiology. Sialosyl disulfides are synthesised directly from the chlorosialoside Neu5Ac2Cl, proceeding via a thiol-disulfide exchange reaction between the sialosyl thiolate and symmetrical disulfides. This methodology was adapted and found to be successfully applicable to the synthesis of unsymmetrical glucosyl disulfides under mild conditions.
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Accepted manuscript
Citation
Ribeiro Morais G, Springett BR, Pauze M, Schröder L, Northrop M and Falconer RA (2016) Novel strategies for the synthesis of unsymmetrical glycosyl disulfides. Organic & Biomolecular Chemistry, 14: 2749-2754.
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