ONE-POT DEOXYGENATIVE CONVERSION OF A-RIBONUCLEOSIDE TO ENAMINONUCLEOSIDES INVOLVING 1,2-HYDRIDE SHIFT REARRANGEMENT

Authors
SAKTHIVEL K PATHAK T
Citation
K. Sakthivel et T. Pathak, ONE-POT DEOXYGENATIVE CONVERSION OF A-RIBONUCLEOSIDE TO ENAMINONUCLEOSIDES INVOLVING 1,2-HYDRIDE SHIFT REARRANGEMENT, Tetrahedron, 52(13), 1996, pp. 4877-4882
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
13
Year of publication
1996
Pages
4877 - 4882
Database
ISI
SICI code
0040-4020(1996)52:13<4877:ODCOAT>2.0.ZU;2-0
Abstract
5'-O-Trityl-3'-O-mesyluridine on reaction with secondary amines produc ed 1-(2,3-dideoxy- 2-N-dialkylamino-5-O-trityl- D-glycero-pent-2-enofu ranosyl) uracil involving 1,2-hydride shift. The reaction proceeded th rough the formation of 2'-ketouridine in situ which was evident from t he formation of both the alpha- and beta- anomers of the enaminonucleo sides.