Efficient stereocontrolled synthesis of 2-benzimidazolyl- and 2-indolyl-C-nucleosides

Authors
Guianvarc'h, D Benhida, R Fourrey, JL
Citation
D. Guianvarc'H et al., Efficient stereocontrolled synthesis of 2-benzimidazolyl- and 2-indolyl-C-nucleosides, TETRAHEDR L, 42(4), 2001, pp. 647-650
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
4
Year of publication
2001
Pages
647 - 650
Database
ISI
SICI code
0040-4039(20010122)42:4<647:ESSO2A>2.0.ZU;2-1
Abstract
We report herein the synthesis of beta -2-benzimidazolyl- and beta -2-indol yl-C-nucleosides and their alpha -anomers in a stereoselective way. The ste reocontrol was observed either in the reduction step (hemiacetal to diol) o f the protected heterocycles (1b-d), or in the intramolecular Mitsunobu cyc lisation of the free heterocyclic diols obtained from the hemiacetals la an d le. (C) 2001 Elsevier Science Ltd. All rights reserved.