While PPM and PNP have been shown to tolerate a small range of 2′-functionalization such as 2′-NH2, araOH and 2′-F, cascades utilizing DERA have thus far been limited to the synthesis of 2′-deoxy nucleosides. This work shows that a much broader range of 2′-functionalization is possible via engineering of the aldolase. We consider this to be the first step towards the repurposing of this pathway towards generating a much broader range of nucleoside analogues. Future work engineering PPM and PNP for increased substrate scope at the 2′-position will hopefully increase the range of nucleosides able to be generated via this approach.