Literature DB >> 26406453

Palladium(0)-catalysed synthesis of 2,3- and 3,4-unsaturated aryl β-O-glycosides.

Agnieszka Kubiak1, Robert Kołodziuk1, Stanisław Porwański1, Anna Zawisza2.   

Abstract

Arylation of 6-O-tert-butyldiphenylsilyl-3,4-di-O-isobutyloxycarbonyl-d-glucal (3) with various phenols in the presence of a catalytic amount of palladium(0) gave the corresponding 2,3- and 3,4-unsaturated β-O-glycosides. The reaction is stereospecific, in all cases, only the β-anomer is formed.
Copyright © 2015 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Allylic alkylation reaction; Ferrier rearrangement; Homogeneous catalysis; O-Glycosides; Palladium; d-Glucal

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Year:  2015        PMID: 26406453     DOI: 10.1016/j.carres.2015.08.016

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  1 in total

1.  Aziridine Ring Opening as Regio- and Stereoselective Access to C-Glycosyl-Aminoethyl Sulfide Derivatives.

Authors:  Aleksandra Tracz; Martyna Malinowska; Stanisław Leśniak; Anna Zawisza
Journal:  Molecules       Date:  2022-03-08       Impact factor: 4.411

  1 in total

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