Spirocyclic Restriction of Nucleosides. Synthesis of the First Exemplary <i>s</i><i>yn</i>-1-Oxaspiro[4.4]nonanyl Member

Leo A. Paquette, Richard Todd Bibart, Christopher K. Seekamp, Alexandra L. Kahane

Organic Letters · 2001 · 31 citations · 25 references

Concepts

Abstract

[reaction: see text] The potential benefits associated with the spirocyclic restriction of nucleosides are summarized. Following exploration of a pi-allylpalladium route to 5'-alpha- 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.

References

25