Abstract
The four (2′S)-[2′-
2
H]-2′-deoxynucleosides (>90 atom %
2
H), were synthesized from the corresponding ribonucleosides involving six steps of reactions, i.e., oxidation of their 2′-hydroxyl group, stereoselective reductive deuteration of the resulting 2′-ketonucleoside intermediates with NaB
2
H
4
in EtOH-H
2
O or EtOH, triflation, bromination with LiBr, highly stereoselective Bu
3
SnH-Et
3
B reduction of the resulting bromide, and, finally, unmasking.