A stereoselective synthesis of a chiral PNA analogue containing an orn
ithine based backbone is described. In this approach each elongation c
ycle consists of two individual coupling steps: i.e. extension of the
free delta-amino function in the growing chain by a TOPPipU mediated c
oupling with Fmoc-Om(Boc)-OH, and subsequent acylation of a free alpha
-amine with thymin-1-ylacetic acid. Thyminyl decamers were prepared fo
llowing this strategy and hybridization experiments indicated that the
y formed stable complexes with cRNA.