Radical transformations of nucleosides with (Me3Si)3SiH. Generation of a C-1' radical through 1,2-migration of an acyloxy group

Scientific publication - Journal Article uoadl:2960842 9 Read counter

Unit:
Department of Chemistry
Title:
Radical transformations of nucleosides with (Me3Si)3SiH. Generation of a C-1' radical through 1,2-migration of an acyloxy group
Languages of Item:
English
Abstract:
A number of nucleoside substrates has been reduced under free radical conditions with tris(trimethylsilyl)silane. In one case a novel type of a $\beta$-(acyloxy)alkyl radical rearrangement has been observed, which leads through the generation of a C-1' radical species to the stereoselective preparation of an $\alpha$-ribonucleoside. The rate of the above 1,2-migration has been estimated, and a comparison with previously reported results has been made.
Publication year:
1995
Authors:
T. Gimisis
G. Ialongo
M. Zamboni
C. Chatgilialoglu
Journal:
TETRAHEDRON LETTERS
Publisher:
ELSEVIER BV
Volume:
36
Number:
37
Pages:
6781--6784
Main subject category:
Science
DOI:
10.1016/00404-0399(50)1340-n
The digital material of the item is not available.