Cross-Metathesis Mediated Synthesis of New Acyclic Nucleoside Phosphonates

Abstract

With the commercial availability of well-defined ruthenium metathesis catalysts which combine high stability and broad functional group compatibility, olefin metathesis is now routinely integrated in various syntheses. We will report here the overwhelming power and scope of cross-metathesis in the area of new acyclic nucleoside phosphonates. Scope and limitations of this approach, and especially the E/Z stereocontrol, are discussed on selected examples from our drug discovery group.

Keywords:

• Acyclic nucleoside phosphonate
• cidofovir
• cross-metathesis

These studies were supported in part by a grant from Sanofi-Aventis France and Bayer Pharma as part of a multi-organism call for proposals, and in part by an “ANR-05-BLAN-0368-03.”