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Synthesis 2025; 57(07): 1319-1328
DOI: 10.1055/s-0043-1773520
DOI: 10.1055/s-0043-1773520
paper
Exploring the Reactivity of α-Halo Ethers with 2,3′-Anhydrothymidine and 2,2′-Anhydrouridine Derivatives
This research was funded by the French Ministère de l’Enseignement Supérieur et de la Recherche, the Centre National de la Recherche Scientifique (Chimie-CNRS) for the national GAVO project and by the Région Bretagne-Pays de Loire. V.B. thanks the CNRS and Région Bretagne-Pays de Loire for Ph.D. funding.
Abstract
An efficient and simple procedure for direct halogenation of nucleoside furanose rings is developed using commercial α-halo ether reagents. The methodology enables simultaneous protection of the N 3-pyrimidine and halogenation of the ribose ring, starting from the corresponding readily accessible anhydro nucleosides. Several 2′- or 3′-halo-nucleoside derivatives are prepared in good yields under very mild reaction conditions.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0043-1773520.
- Supporting Information
Publication History
Received: 25 October 2024
Accepted after revision: 12 January 2025
Article published online:
04 March 2025
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