The synthesis of adenine and thymine cyclopentylethyl nucleosides is p
resented. This novel constrained monomeric building block is very diff
icult to incorporate into oligonucleotides. it was introduced in 13mer
oligodeoxynucleotide sequences at a single position using H-phosphona
te chemistry. Phosphoramidite chemistry completely failed in this part
icular case. The H-phosphonate building blocks were obtained starting
from the corresponding phosphoramidites, Stability of duplexes with RN
A and DNA is significantly reduced.