With the aim to design potential inhibitors of ribonucleotide reductase (RR), 2′-O-allyl-β-D-arabinofuranosyl-uracil ( 4), -cytosine ( 7) and -adenosine ( 10) were prepared and evaluated for their cytostatic activity against Molt4/C8, CEM and L1210 cell lines. Although our preliminary data do not allow to assess if RR is the intracellular target, the results point to differences in the (anti)metabolic behavior of these compounds. This study also offers a general synthesis of 2′-O-allyl-β-D-arabinofuranosyl nucleosides for potential applications in the preparation of 2′-O-allyl-β-D-oligoarabino nucleotides. The title compounds, designed in view of their potential activity as ribonucletotide reductase (RR) inhybitors, were prepared and tested on Molt4/C8, CEM and L1210 cell lines. The results point to differences in the (anti)methabolic behavior of these compounds.