Conformationally locked nucleosides. Synthesis and stereochemical assignments of 2 '-C,4 '-C-bridged bicyclonucleosides

Authors
Wang, GY Girardet, JL Gunic, E
Citation
Gy. Wang et al., Conformationally locked nucleosides. Synthesis and stereochemical assignments of 2 '-C,4 '-C-bridged bicyclonucleosides, TETRAHEDRON, 55(25), 1999, pp. 7707-7724
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
25
Year of publication
1999
Pages
7707 - 7724
Database
ISI
SICI code
0040-4020(19990618)55:25<7707:CLNSAS>2.0.ZU;2-U
Abstract
1-alpha-O-Methyl-3-O,5-O-TIPDS-arabinose was converted, in multiple steps, to 2,6-dioxabicyclo[3,2,1]octane derivatives, which were condensed with sil ylated nucleoside bases to give the desired 2',4'-bridged bicyclonucleoside s. In this article, synthesis and stereochemical assignments of the bicyclo nucleosides are described. (C) 1999 Elsevier Science Ltd. All rights reserv ed.