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The 1,3-dipolar cycloaddition of vinyloxymethyl thymine with different nitrones has been exploited for the preparation of N,O-homonucleosides where the oxymethylene tether replaces the aminal linkage between the sugar moiety and the nucleobase Issue in Honor of Prof Nicolò Vivona ARKIVOC 2009 (viii) 168-176 coupling of 7 with silylated thymine, followed by treatment with sodium periodate and sodium bicarbonate, afforded the dipolarophile 9 with a yield of 70%. Scheme 1. (a) NaBH 4 , EtOH dry,doi:10.3998/ark.5550190.0010.814 fatcat:tfncu76oqjckhpe2wht3zdqoyu