{Radical transformations of nucleosides with (Me3Si)3SiH. Generation of a C-1' radical through 1,2-migration of an acyloxy group}
Citation:
Gimisis T, Ialongo G, Zamboni M, Chatgilialoglu C. {Radical transformations of nucleosides with (Me3Si)3SiH. Generation of a C-1' radical through 1,2-migration of an acyloxy group}. Tetrahedron Lett. [Internet]. 1995;36:6781–6784.
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.
Department of Chemistry National and Kapodistrian University of Athens Zografou, Athens, ZipCode 157-71 3rd floor, office #10 gimisis@chem.uoa.gr (+30) 210-7274928
