A Ring-Closing Metathesis Strategy Towards Conformationally Restricted Di- and Trinucleotides

Abstract

Conformationally restricted di- and trinucleotide derivatives are synthesised by the application of a ring-closing metathesis (RCM) strategy. Thus, a trinucleotide precursor containing allylated phosphortriester linkages is constructed using standard phosphoramidite chemistry and subsequently used as a substrate for an RCM reaction. In a similar fashion, a dinucleotide containing an allylated phosphortriester linkage as well as a 5-allyluridine moiety is used as a substrate for an RCM reaction and a conformationally restricted dinucleotide is obtained.