Recent applications of olefin metathesis to combinatorial chemistry.
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.
Piscopio
Anthony D
AD
Array BioPharma Inc., Process Chemistry Division, 3200 Walnut Street, Boulder, Colorado 80301, USA. apiscopio@arraybiopharma.com
Robinson
John E
JE
D000475:Alkenes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry; D002241:Carbohydrates / Q000138:chemical synthesis; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D005663:Furans / Q000737:chemistry; D007769:Lactams / Q000138:chemical synthesis; D008956:Models, Chemical; D017646:Organosilicon Compounds / Q000737:chemistry*; D011506:Proteins / Q000737:chemistry; D013237:Stereoisomerism
D000475:Alkenes; D001386:Azides; D002241:Carbohydrates; D005663:Furans; D007769:Lactams; D017646:Organosilicon Compounds; D011506:Proteins