A ‘click chemistry’ approach to the straightforward synthesis of new 4-aryl-1,2,3-triazolocarbanucleosides

Pérez Castro, IsabelCaamaño Santos, María OlgaFernández González, FrancoGarcía, Marcos D.López Santamaría, María del CarmenClercq, Erik de2020-10-282020-10-282010Pérez-Castro, Isabel, Caamaño, Olga, Fernández, Franco, García, Marcos D., López, Carmen, Clercq, Eirik D. A ‘click chemistry’ approach to the straightforward synthesis of new 4-aryl-1,2,3-triazolocarbanucleosides . ARKIVOC 2010 p. 152-1681551-7012http://hdl.handle.net/10347/23463The synthesis and biological evaluation as antiviral agents of a series of racemic 4-aryl-1,2,3- triazolyl carbanucleosides of type (±)-10/(±)-11 related to the broad spectrum antiviral agent ribavirin 1 are described. These compounds were produced using a “click chemistry” strategy starting from readily available protected alcohol 13b. The synthetic approach made use of olefinbased organic reactions for the stereoselective construction of the appropriately functionalized cyclopentane ring moiety followed by copper (I) catalyzed Huisgen 1,3-dipolar cycloaddition of azides and alkynes for the regioselective construction of the heterocyclic triazole moietyeng© 2010 The Author(s). This is an open access article published by ARKIVOC under a Creative Commons Attribution-NonCommercial 3.0 Licensehttp://creativecommons.org/licenses/by-nc/3.0/Click chemistryTriazolesCarbanucleosidesAntiviralRibavirinA ‘click chemistry’ approach to the straightforward synthesis of new 4-aryl-1,2,3-triazolocarbanucleosidesjournal article10.3998/ark.5550190.0011.3141551-7004open access