synthesis of azanucleosides through regioselective ring-opening of epoxides catalyzed by sulphated zirconia under microwave and solvent-free conditions通过特定选择的合成azanucleosides催化环氧化合物开环的微波无溶剂条件下硫酸化氧化锆.pdfVIP

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synthesis of azanucleosides through regioselective ring-opening of epoxides catalyzed by sulphated zirconia under microwave and solvent-free conditions通过特定选择的合成azanucleosides催化环氧化合物开环的微波无溶剂条件下硫酸化氧化锆.pdf

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synthesis of azanucleosides through regioselective ring-opening of epoxides catalyzed by sulphated zirconia under microwave and solvent-free conditions通过特定选择的合成azanucleosides催化环氧化合物开环的微波无溶剂条件下硫酸化氧化锆

Molecules 2012, 17, 3359-3369; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis of Azanucleosides through Regioselective Ring-Opening of Epoxides Catalyzed by Sulphated Zirconia under Microwave and Solvent-Free Conditions Celia Xochitl Hernández-Reyes 1, Deyanira Angeles-Beltrán 1, Leticia Lomas-Romero 2, Eduardo González-Zamora 2, Rubén Gaviño 3, Jorge Cárdenas 3, José Antonio Morales-Serna 3 and Guillermo E. Negrón-Silva 1,* 1 Departamento de Ciencias Básicas, Universidad Autónoma Metropolitana, Av. San Pablo No. 180, México D.F., C.P. 02200, Mexico; E-Mails: floronix@.mx (C.X.H.-R.); dab@correo.azc.uam.mx (D.A.-B.) 2 Departamento de Química, Universidad Autónoma Metropolitana, Av. San Rafael Atlixco No. 186, México D.F., C.P. 09340, Mexico; E-Mails: llr@xanum.uam.mx (L.L.-R.); egz@xanum.uam.mx (E.G.-Z.) 3 Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, México D.F. 04510, Mexico; E-Mails: rgavino@unam.mx (R.G.); rjcp@unam.mx (J.C.); morser@unam.mx (J.A.M.-S.) * Author to whom correspondence should be addressed; E-Mail: gns@correo.azc.uam.mx; Tel.: +52-55-5318-9593; Fax: +52-55-5318-9000. Received: 10 February 2012; in revised form: 7 March 2012 / Accepted: 9 March 2012 / Published: 15 March 2012 Abstract: 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)-d