Reactivity of 2 ',3 '-anhydro pyrimidine nucleosides toward trimethylaluminum

Authors
Hirota, K Takasu, H Sajiki, H
Citation
K. Hirota et al., Reactivity of 2 ',3 '-anhydro pyrimidine nucleosides toward trimethylaluminum, HETEROCYCLE, 52(3), 2000, pp. 1329
Citations number
36
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
52
Issue
3
Year of publication
2000
Database
ISI
SICI code
0385-5414(20000301)52:3<1329:RO2''P>2.0.ZU;2-X
Abstract
Treatment of 2',3'-anhydro pyrimidine nucleoside derivatives (1) with trime thylaluminum afforded 1-(3-deoxy-3-methyl-beta-D-arabinofuranosyl)pyrimidin e derivatives (2) and 1-(2-deoxy-2-methyl-beta-D-xylofuranosyl)pyrimidine d erivatives (3) as a mixture in approximately 2 : 1 - 3 : 1 ratio via ring-o pening of the epoxide involving the nucleophilic attack of trimethylaluminu m at the 3' or 2'-position of 1.