Spirocyclic Restriction of Nucleosides. Synthesis of the First Exemplary syn-1-Oxaspiro[4.4]nonanyl Member

The potential benefits associated with the spirocyclic restriction of nucleosides are summarized. Following exploration of a π-allylpalladium route to 5‘-α- or syn-dideoxy examples, we evaluated MOM protection of the 5‘-hydroxyl as being suited to the synthesis of the first member of this new class of nucleoside mimic.