A facile synthesis of acyclo-C-nucleoside analogues from 2(3)-formylglycals

Authors
Rudloff, I Michalik, M Montero, A Peseke, K
Citation
I. Rudloff et al., A facile synthesis of acyclo-C-nucleoside analogues from 2(3)-formylglycals, SYNTHESIS-S, (11), 2001, pp. 1686-1692
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
11
Year of publication
2001
Pages
1686 - 1692
Database
ISI
SICI code
0039-7881(200108):11<1686:AFSOAA>2.0.ZU;2-8
Abstract
The reaction of 2(3)-formylglycals with malononitrile afforded push-pull bu tadienes with a sugar moiety. The treatment of these branched-chain sugars with ammonia yielded nicotinonitrile acyclo-C-nucleosides. Furthermore, a o ne step ring transformation of 2(3)-formylglycals with N-aryl-acetoacetanil ides to give pyridone acyclo-C-nucleosides is described.