ENANTIOSELECTIVE SYNTHESIS OF ISOXAZOLIDINYL THYMINE AND CYTOSINE NUCLEOSIDES

Authors
XIANG YJ GONG YX ZHAO K
Citation
Yj. Xiang et al., ENANTIOSELECTIVE SYNTHESIS OF ISOXAZOLIDINYL THYMINE AND CYTOSINE NUCLEOSIDES, Tetrahedron letters, 37(28), 1996, pp. 4877-4880
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
28
Year of publication
1996
Pages
4877 - 4880
Database
ISI
SICI code
0040-4039(1996)37:28<4877:ESOITA>2.0.ZU;2-J
Abstract
A diastereo- and enantioselective synthesis of isoxazolidinyl nucleosi des (4) is described. The required isoxazolidine intermediate (16) was successfully prepared by the dioxolane-derived tautomerization of the corresponding lactol (13) which, in turn, was obtained from the reduc tion of the Michael adduct of N-methyl hydroxylamine and the unsaturat ed gamma-lactone (5). Copyright (C) 1996 Elsevier Science Ltd