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Direct, mild, and selective synthesis of unprotected dialdo-glycosides
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
2006 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 19, 4323-4326 p.Article in journal (Refereed) Published
Abstract [en]

A direct and highly convenient organocatalytic method for the preparation of 1,5-dialdo-pyranosides and 1,4-dialdo-furanosides is presented. The method relies on the chemoselective properties of TEMPO in combination with trichloroisocyanuric acid under very mild, basic conditions. Unprotected glycosides are prepared in a single step in high yields and are efficiently purified with the use of solid-phase imine capture. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

Place, publisher, year, edition, pages
2006. no 19, 4323-4326 p.
Keyword [en]
glycosides, oxidation, catalysis, solid-phase, imine capture, catalyzed aerobic oxidation, galactose-oxidase, alcohols, sugar, scaffolds, recognition, aldehydes, glucose, design, acids
Identifiers
URN: urn:nbn:se:kth:diva-16049DOI: 10.1002/ejoc.200600288ISI: 000241204400002Scopus ID: 2-s2.0-33749448376OAI: oai:DiVA.org:kth-16049DiVA: diva2:334091
Note
QC 20100525Available from: 2010-08-05 Created: 2010-08-05 Last updated: 2017-12-12Bibliographically approved

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