Exploring the Reactivity of α-Halo Ethers with 2,3′-Anhydrothymidine and 2,2′-Anhydrouridine Derivatives

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.