ISONUCLEOSIDES BY MICHAEL ADDITION OF PYRIMIDINE-BASES ON 2,6-DISUBSTITUTED 2H-PYRAN-3(6H)-ONES

Citation
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
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
38
Issue
24
Year of publication
1997
Pages
4215 - 4218
Database
ISI
SICI code
0040-4039(1997)38:24<4215:IBMAOP>2.0.ZU;2-C
Abstract
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.