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Conversion of fructose into a building block for the synthesis of carbocyclic mannose mimics
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
2011 (English)In: Tetrahedron: asymmetry, ISSN 0957-4166, E-ISSN 1362-511X, Vol. 22, no 4, 399-405 p.Article in journal (Refereed) Published
Abstract [en]

Fructose was converted into C-1 diastereomeric carbocyclic building blocks resembling mannose using ruthenium-catalysed ring-closing metathesis as a key step. The potential use of the compounds in the synthesis of valienamine pseudodisaccharides is demonstrated using Mitsunobu coupling chemistry directly between a carbohydrate sulfonamide and the carbasugar C-1 alcohols.

Place, publisher, year, edition, pages
2011. Vol. 22, no 4, 399-405 p.
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Inorganic Chemistry Organic Chemistry Physical Chemistry
Identifiers
URN: urn:nbn:se:su:diva-67914DOI: 10.1016/j.tetasy.2011.02.013ISI: 000290075100005OAI: oai:DiVA.org:su-67914DiVA: diva2:471901
Note
authorCount :3Available from: 2012-01-03 Created: 2012-01-02 Last updated: 2017-12-08Bibliographically approved

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Tetrahedron: asymmetry
Inorganic ChemistryOrganic ChemistryPhysical Chemistry

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