N. Prevost et F. Rouessac, ISONUCLEOSIDES BY MICHAEL ADDITION OF PYRIMIDINE-BASES ON 2,6-DISUBSTITUTED 2H-PYRAN-3(6H)-ONES, Tetrahedron letters, 38(24), 1997, pp. 4215-4218
A short, stereocontrolled convergent synthesis of pyranosyl isonucleos
ides, based on a Michael type addition between a silylated pyrimidine
base and an unsaturated pyran-3(6H)-one is described. Diastereomeric r
atio are of 90/10 up to 100/0, providing a straightforward way to prep
are new nucleosides analogues. (C) 1997 Published by Elsevier Science
Ltd.