Efficient stereoselective synthesis of new C-nucleosides via intramolecular Mitsunobu cyclization

Authors
Benhida, R Guianvarch, D Fourrey, JL Sun, JS
Citation
R. Benhida et al., Efficient stereoselective synthesis of new C-nucleosides via intramolecular Mitsunobu cyclization, NUCLEOS NUC, 18(4-5), 1999, pp. 603-604
Citations number
7
Categorie Soggetti
Biochemistry & Biophysics
Journal title
NUCLEOSIDES & NUCLEOTIDES
ISSN journal
07328311 → ACNP
Volume
18
Issue
4-5
Year of publication
1999
Pages
603 - 604
Database
ISI
SICI code
0732-8311(1999)18:4-5<603:ESSONC>2.0.ZU;2-R
Abstract
We have studied the stereoselective synthesis of new C-nucleosides by heter oarylation of the protected gamma-ribonolactone by means of heteroaromatic systems such as indole, thiazoles, imidazoles and benzimidazoles. We have o bserved that the first anion addition-limiting step is very sensitive to st eric factors induced by the N-protective groups in a-position.