• Home
  • Search Results
  • Nickel-catalyzed intramolecular [3 + 2 + 2] cycloadditions of alkylidenecyclopropanes. A straightforward entry to fused 6,7,5-tricyclic systems.

Nickel-catalyzed intramolecular [3 + 2 + 2] cycloadditions of alkylidenecyclopropanes. A straightforward entry to fused 6,7,5-tricyclic systems.

Organic letters (2014-09-19)
Lucía Saya, Israel Fernández, Fernando López, José L Mascareñas
ABSTRACT

A highly diastereo- and chemoselective intramolecular nickel-catalyzed cycloaddition of alkene- and alkyne-tethered alkynylidenecyclopropanes is reported. The method constitutes the first fully intramolecular [3 + 2 + 2] alkylidenecyclopropropane cycloaddition occurring via a proximal cleavage of the cyclopropane and makes it possible to build relevant 6,7,5-tricyclic frameworks in a single-pot reaction. Importantly, the reaction outcome is highly dependent on the characteristics of the nickel ligands.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Raney®-Nickel, W.R. Grace and Co. Raney® 2800, slurry, in H2O, active catalyst
Sigma-Aldrich
Nickel, nanopowder, <100 nm avg. part. size, ≥99% trace metals basis
Sigma-Aldrich
Nickel, foil, thickness 0.125 mm, ≥99.9%
Sigma-Aldrich
Nickel, powder, <150 μm, 99.99% trace metals basis
Sigma-Aldrich
Raney®-Nickel, W.R. Grace and Co. Raney® 2400, slurry, in H2O, active catalyst
Sigma-Aldrich
Nickel, foil, thickness 0.5 mm, 99.98% trace metals basis
Sigma-Aldrich
Nickel, wire, diam. 0.25 mm, ≥99.9%
Sigma-Aldrich
Nickel, foil, thickness 0.1 mm, 99.98% trace metals basis
Sigma-Aldrich
Nickel, wire, diam. 0.5 mm, ≥99.9% trace metals basis
Sigma-Aldrich
Nickel, wire, diam. 0.5 mm, ≥99.99% trace metals basis
Sigma-Aldrich
Nickel, rod, diam. 6.35 mm, ≥99.99% trace metals basis
Sigma-Aldrich
Nickel, foil, thickness 0.25 mm, 99.995% trace metals basis
Nickel, mesh, 100x250mm, nominal aperture 0.73mm, wire diameter 0.25mm, 26x26 wires/inch, open area 55%, plain weave mesh, 99%
Nickel, wire reel, 20m, diameter 0.025mm, as drawn, 99.98%
Nickel, wire reel, 10m, diameter 0.01mm, as drawn, 99.98%
Nickel, rod, 100mm, diameter 16mm, 99.99+%
Nickel, foil, not light tested, 100x100mm, thickness 0.01mm, 99.95%
Nickel, wire reel, 20m, diameter 0.125mm, hard, 99.98%
Nickel, rod, 100mm, diameter 3.0mm, 99%
Nickel, wire reel, 1m, diameter 1.0mm, hard, 99.98%
Nickel, broken cathode squares, 1000g, max. size 50mm, 99.8%
Nickel, tube, 1000mm, outside diameter 6.5mm, inside diameter 5.5mm, wall thickness 0.5mm, hard, 99.5%
Nickel, foil, 50mm disks, thickness 0.05mm, annealed, 99%
Nickel, wire reel, 20m, diameter 0.5mm, as drawn, 99%
Nickel, foil, 4mm disks, thickness 0.075mm, annealed, 99%
Nickel, foil, 4mm disks, thickness 0.075mm, as rolled, 99.98%
Nickel, foil, 4mm disks, thickness 0.125mm, annealed, 99%
Nickel, foil, 4mm disks, thickness 0.125mm, annealed, 99.98%
Nickel, foil, 4mm disks, thickness 0.125mm, as rolled, 100%
Nickel, foil, 4mm disks, thickness 0.125mm, as rolled, 99.99+%