Synthesis of Triazole-linked Analogues of RNA (TLRNA)

A triazole-linked analogue of RNA (TLRNA) has been developed. Monomeric ribonucleoside analogues bearing natural nucleobases were prepared from d-xylose to afford the elongating units in gram quantities. The puckering of the monomeric analogues was similar to that of natural ribonucleosides and preferred the North-type conformation. An efficient elongation reaction via the copper-catalyzed Huisgen cycloaddition on a solid support was used for the synthesis of trinucleotides.