Recent Applications of Olefin Metathesis to Combinatorial Chemistry

Abstract

Abstract Olefin metathesis has emerged as a versatile technology for the synthesis of combinatorial libraries with regard to both scaffold creation and embellishment. The incessant pursuit of ‘next-generation’ catalysts continues to raise the bar in terms of efficiency, functional group tolerability, diminished reaction times and temperatures and has helped foster both diversity-oriented and target-directed efforts. This report summarizes recent contributions in the area of olefin cross-metathesis and ring-closing metathesis as applied to combinatorial and parallel synthesis. These examples include generation of dimeric benzo[ b ]furans as novel probes for protein–protein interaction, a cross-metathesis approach to ‘traceless linkers’ for azide-containing sugars, stereo-diversified synthesis of 1,4- and 1,5-enediols, a novel mannitol derived combinatorial scaffold, parallel synthesis strategies for aza-sugars, as well as the synthesis of dehydro-Freidinger lactams.