REACTIONS OF 2',3'-DI-O-MESYL-LYXO-URIDINE WITH SECONDARY-AMINES - FIRST REPORT ON THE ONE-POT CONVERSION OF MESYLATED NUCLEOSIDES TO ENAMINONUCLEOSIDES AND THE CRYSTAL-STRUCTURE OF ALPHA-ENAMINE

Authors
SAKTHIVEL K PATHAK T SURESH CG
Citation
K. Sakthivel et al., REACTIONS OF 2',3'-DI-O-MESYL-LYXO-URIDINE WITH SECONDARY-AMINES - FIRST REPORT ON THE ONE-POT CONVERSION OF MESYLATED NUCLEOSIDES TO ENAMINONUCLEOSIDES AND THE CRYSTAL-STRUCTURE OF ALPHA-ENAMINE, Tetrahedron, 50(46), 1994, pp. 13251-13260
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
46
Year of publication
1994
Pages
13251 - 13260
Database
ISI
SICI code
0040-4020(1994)50:46<13251:RO2WS->2.0.ZU;2-R
Abstract
2',3'-Di-O-mesyl-5'-O-trityl-lyxo-uridine 1 reacted with secondary ami nes to produce enaminonucleosides 2a-d and 3a-d. Intermediacy of 2'-ke touridine was essential for the anomerisation and enamine formation to take place. The structure of the beta-enamine was established unambig uously by analysing the hydrolysed product and that of alpha-enamine w as proved with the help of crystal structure analysis.