N. Prevost et F. Rouessac, A NOVEL ROUTE TO PYRIMIDINE ISODIDEOXYNUCLEOSIDES VIA MICHAEL-TYPE ADDITION ON UNSATURATED MODIFIED SUGARS, Synthetic communications, 27(13), 1997, pp. 2325-2335
A short, stereocontrolled synthesis of isonucleosides is described. Th
is approach is based on the Michael-Type addition of silylated uracil
or thymine with an appropriate acceptor as pyranoside precursor. The a
lkylated products obtained allow carbonyl reduction, providing a strai
ghtforward way to prepare new sugar-modified nucleosides.