Solid phase glycosidation of oligonucleotides

Citation
M. Adinolfi et al., Solid phase glycosidation of oligonucleotides, TETRAHEDR L, 40(13), 1999, pp. 2607-2610
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
13
Year of publication
1999
Pages
2607 - 2610
Database
ISI
SICI code
0040-4039(19990326)40:13<2607:SPGOO>2.0.ZU;2-K
Abstract
CPG-bound nucleosides (deoxyguanosine excepted) can be stereoselectively gl ycosylated in high yield at their 5'-hydroxyl by a "disarmed" trichloroacet imidate donor in the presence of stoichiometric amounts of TMSOTf (5 eq.) a nd in short reaction times. These results allowed the solid-phase synthesis of an oligonucleotide functionalized at both ends with sugar residues. (C) 1999 Elsevier Science Ltd. All rights reserved.