Friedel–Crafts and modified Vorbrüggen ribosylation. A short synthesis of aryl and heteroaryl-C-nucleosides

Friedel–Crafts and modified Vorbrüggen ribosylation. A short synthesis of aryl and heteroaryl-C-nucleosides

A direct coupling of aryl donor and tetra- O-acetylribose in the presence of Lewis acid led to β-C-nucleosides in good yields. In contrast, for deactivated electron-poor aromatics, a modified Vorbrüggen ribosylation reaction was investigated and successfully applied in the case of 2-trimethylsilyl-t...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2008-06, Vol.49 (25), p.3967-3971
Main Authors: Spadafora, Marie, Mehiri, Mohamed, Burger, Alain, Benhida, Rachid
Format: Article
Language:eng
Subjects:
C-Nucleosides
Friedel–Crafts ribosylation
Modified Vorbrüggen reaction
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A direct coupling of aryl donor and tetra- O-acetylribose in the presence of Lewis acid led to β-C-nucleosides in good yields. In contrast, for deactivated electron-poor aromatics, a modified Vorbrüggen ribosylation reaction was investigated and successfully applied in the case of 2-trimethylsilyl-thiazole.
ISSN:0040-4039
1873-3581