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  • Impact of copper-catalyzed cross-coupling reactions in natural product synthesis: the emergence of new retrosynthetic paradigms.

Impact of copper-catalyzed cross-coupling reactions in natural product synthesis: the emergence of new retrosynthetic paradigms.

Natural product reports (2013-10-25)
Gwilherm Evano, Cédric Theunissen, Alexandre Pradal
ABSTRACT

Copper-catalyzed Ullmann-Goldberg-type cross-coupling reactions have undergone nothing short of a renaissance over the last decade and an impressive number of procedures are now available for the formation of C-N, C-O and C-S bonds with remarkable efficiencies and surgical precision. These reactions have been recently integrated into natural product synthesis, which clearly resulted in the emergence of new retrosynthetic paradigms and bond disconnections. The impact of copper-catalyzed cross-coupling reactions in natural product synthesis will be overviewed in this article with an emphasis on the evolution of strategies due to copper catalysis, mostly by comparison with alternative tactics and their relative efficiencies.

MATERIALS
Product Number
Brand
Product Description

Copper, wire reel, 0.2m, diameter 1.0mm, as drawn, 99.99+%
Copper - O.F.H.C., foil, 10mm disks, thickness 0.25mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 20m coil, thickness 0.010mm, coil width 25mm, hard, 99.95+%
Copper - O.F.H.C., foil, 10m coil, thickness 0.1mm, hard, 99.95+%
Copper, tube, 500mm, outside diameter 1.0mm, inside diameter 0.24mm, wall thickness 0.38mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 50mm disks, thickness 0.075mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 2m coil, thickness 0.025mm, hard, 99.95+%
Copper - O.F.H.C., foil, 300x300mm, thickness, 0.5mm, half hard, flattened, 99.95+%
Copper - O.F.H.C., foil, 10mm disks, thickness 0.075mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 20m coil, thickness 0.05mm, coil width 10mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 15mm disks, thickness 0.125mm, hard, 99.95+%
Copper - O.F.H.C., foil, 1m coil, thickness 0.010mm, hard, 99.95+%
Copper - O.F.H.C., foil, 4mm disks, thickness 0.010mm, hard, 99.95+%
Copper - O.F.H.C., foil, 15mm disks, thickness 1.0mm, half hard, 99.95+%
Copper, tube, 500mm, outside diameter 6.0mm, inside diameter 4mm, wall thickness 1.0mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 10mm disks, thickness 0.1mm, hard, 99.95+%
Copper - O.F.H.C., foil, 10m coil, thickness 0.05mm, hard, 99.95+%
Copper - O.F.H.C., foil, 10mm disks, thickness 1.0mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 2m coil, thickness 0.20mm, hard, 99.95+%
Copper - O.F.H.C., foil, 1m coil, thickness 0.1mm, half hard, 99.95+%
Copper, tube, 500mm, outside diameter 2.5mm, inside diameter 1.9mm, wall thickness 0.3mm, as drawn, 99.9%
Copper - O.F.H.C., foil, 15mm disks, thickness 0.25mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 10mm disks, thickness 0.05mm, hard, 99.95+%
Copper - O.F.H.C., foil, 1m coil, thickness 0.05mm, coil width 10mm, annealed, 99.95+%
Copper - O.F.H.C., foil, 25mm disks, thickness 0.025mm, hard, 99.95+%
Copper - O.F.H.C., foil, 4mm disks, thickness 0.025mm, hard, 99.95+%
Copper, wire reel, 100m, diameter 0.025mm, as drawn, 99.99+%
Copper - O.F.H.C., foil, 5m coil, thickness 0.05mm, coil width 300mm, half hard, 99.95+%
Copper - O.F.H.C., foil, 10m coil, thickness 0.125mm, hard, 99.95+%
Copper, wire reel, 0.5m, diameter 0.5mm, as drawn, 99.999%