Synthesis of C-aryldeoxyribosides by [2 + 2 + 2]-cyclotrimerization catalyzed by Rh, Ni, Co, and Ru complexes.
[reaction: see text] A novel approach to the synthesis of functionalized C-nucleosides was developed. Cyclotrimerization of C-alkynyldeoxyriboside with a variety of substituted 1,6-heptadiynes to the corresponding C-aryldeoxyribosides was catalyzed by various transition metal complexes (Rh, Ir, Co, Ru, and Ni). The most general catalyst proved to be RhCl(PPh(3))(3), which could catalyze most of the cyclotrimerizations in high yields (52-95%).
Novak
Petr
P
Department of Organic and Nuclear Chemistry, Faculty of Science, Charles University, Prague, Czech Republic.
Pohl
Radek
R
Kotora
Martin
M
Hocek
Michal
M