Conformation of substituted benzylidene and isopropylidene nucleosides

Autor: N.I. Grineva, G.N. Kabashea, A.M. Belikova
Rok vydání: 1973
Předmět:
Zdroj: Tetrahedron. 29:2277-2283
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)93350-2
Popis: PMR and CD spectroscopy has been used to show that the phenyl grouping at C2″ of the dioxolane ring in each diastereomeric benzylidene nucleoside occupies the axial position, most probably due to electrostatic interaction with the heterocyclic base residue. The conformation of the ribose moiety of benzylidene nucleosides is somewhat different from that of isopropylidene analogues; the Cs-conformation of ribose is characteristic of trans-bezylidene uridines and of isopropylidene uridine and adenosine.
Databáze: OpenAIRE