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Synthesis 2019; 51(12): 2484-2488
DOI: 10.1055/s-0037-1611800
DOI: 10.1055/s-0037-1611800
psp
Practical Gram-Scale Synthesis of Either α- or β-Anomer of C-Vinyl Glycosides
Authors
This work was supported by the Région des Pays de la Loire through the GlycoOuest program and the Ministère de l’Enseignement Supérieur et de la Recherche of France [Ph.D. fellowship (F.R.)].
Further Information
Publication History
Received: 15 February 2019
Accepted after revision: 22 March 2019
Publication Date:
15 April 2019 (online)
Abstract
The synthesis C-vinyl glycosides, useful intermediates for the synthesis of C-glycoconjugates, was carried out on gram-scale by controlled reduction of the corresponding ethynyl derivatives in good to excellent yields in different carbohydrate series.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611800.
- Supporting Information (PDF)
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For example, see:
Benzyl protection:
Methyl protection:
In glucosamine series, see, for example: