Stereoselective Synthesis of 4′-Selenonucleosides via the Seleno-Michael Reaction

Abstract

5′-Homo-4′-selenonucleosides, a class of next-generation nucleosides, are synthesized from D-ribose via a 4-selenosugar intermediate. The key step in synthesizing this intermediate is a seleno-Michael reaction. 5′-Homo-4′-selenouridine and -adenosine are prepared using Pummerer-type and Vorbrüggen condensation, respectively. © 2017 by John Wiley & Sons, Inc.