A NOVEL SYNTHESIS OF DOUBLE-HEADED NUCLEOSIDES VIA REVERSED NUCLEOSIDES

Citation
B. Kasnar et al., A NOVEL SYNTHESIS OF DOUBLE-HEADED NUCLEOSIDES VIA REVERSED NUCLEOSIDES, Tetrahedron letters, 34(31), 1993, pp. 4997-5000
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
34
Issue
31
Year of publication
1993
Pages
4997 - 5000
Database
ISI
SICI code
0040-4039(1993)34:31<4997:ANSODN>2.0.ZU;2-I
Abstract
The ''double headed' nucleosides 10, 11 and 13 bearing pyrimidine or p urine bases attached on C-1 and C-5 positions of single ribose unit ha ve been synthesized following a new synthetic strategy. The strategy r ests on the introduction of the first nucleo base at C-5 position of t he ribose unit giving 'reversed' nucleoside and the subsequent attachm ent of the second base at C-1 position of the ribose, by classical gly cosylation reaction. This order of the base attachments gave much bett er yields on the ''double headed' nucleosides then previously known C- 1 then C-5 order of attachments.