%0 Journal Article
%T Synthesis of Azanucleosides through Regioselective Ring-Opening of Epoxides Catalyzed by Sulphated Zirconia under Microwave and Solvent-Free Conditions
%A Celia Xochitl Hern¨¢ndez-Reyes
%A Deyanira Angeles-Beltr¨¢n
%A Leticia Lomas-Romero
%A Eduardo Gonz¨¢lez-Zamora
%A Rub¨¦n Gavi£¿o
%A Jorge C¨¢rdenas
%A Jos¨¦ Antonio Morales-Serna
%A Guillermo E. Negr¨®n-Silva
%J Molecules
%D 2012
%I MDPI AG
%R 10.3390/molecules17033359
%X New azanucleosides were obtained using sulphated zirconia (ZS) as catalyst in the nucleophilic oxirane ring opening reaction of 1-allyl-3-(oxiran-2-ylmethyl) pyrimidine-2,4(1H,3H)-dione and 1-allyl-5-methyl-3-(oxiran-2-ylmethyl)-pyrimidine-2,4(1H,3H)-dione, with (S)-prolinol. The new templates were obtained with good yields following a route which exploits the reactivity of epoxides in the presence of sulphated zirconia as catalyst. The key step was carried out using microwave and solvent-free conditions and proceeds with high selectivity.
%K azanucleosides
%K sulphated zirconia
%K nucleophilic reaction
%K regioselective reaction
%K epoxide¡¯s ring-opening
%K microwave
%U http://www.mdpi.com/1420-3049/17/3/3359