Merck
CN
  • 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

Nickel, foil, light tested, 25x25mm, thickness 0.009mm, 99.95%
Nickel, rod, 100mm, diameter 3.3mm, 99.99+%
Nickel, foil, not light tested, 100x100mm, thickness 0.004mm, hard, 99%
Nickel, foil, 5m coil, thickness 0.025mm, annealed, 99%
Nickel, foil, 5m coil, thickness 0.05mm, annealed, 99%
Nickel, foil, 4mm disks, thickness 0.50mm, annealed, 99%
Nickel, foil, 5m coil, thickness 0.05mm, coil width 2mm, annealed, 99%
Nickel, foil, 4mm disks, thickness 0.5mm, annealed, 99.98%
Nickel, foil, 4mm disks, thickness 0.20mm, annealed, 99%
Nickel, foil, 5m coil, thickness 0.075mm, annealed, 99%
Nickel, foil, 50mm disks, thickness 0.25mm, annealed, 99%
Nickel, foil, 50mm disks, thickness 0.01mm, 99.95%
Nickel, foil, 50mm disks, thickness 0.038mm, 99.9%
Nickel, foil, 50mm disks, thickness 0.0075mm, 99.9%
Nickel, foil, 5m coil, thickness 0.003mm, 99.95%
Nickel, foil, 50mm disks, thickness 0.125mm, as rolled, 99.99+%
Nickel, foil, 4mm disks, thickness 0.25mm, annealed, 99%
Nickel, foil, 50mm disks, thickness 0.03mm, 99.9%
Nickel, foil, 50mm disks, thickness 0.0125mm, 99.99+%
Nickel, foil, 50mm disks, thickness 0.25mm, as rolled, 99.99+%
Nickel, foil, 50mm disks, thickness 0.0025mm, 99.95%
Nickel, foil, 5m coil, thickness 0.0125mm, 99.9%
Nickel, foil, 4mm disks, thickness 0.25mm, as rolled, 100%
Nickel, foil, 50mm disks, thickness 0.025mm, 99.9%
Nickel, foil, 8mm disks, thickness 0.03mm, 99.9%
Nickel, foil, light tested, 25x25mm, thickness 0.05mm, as rolled, 99.98%
Nickel, foil, 8mm disks, thickness 0.0075mm, 99.9%
Nickel, foil, light tested, 100x100mm, thickness 0.025mm, 99.9%
Nickel, foil, 100x100mm, thickness 0.125mm, as rolled, 99.999%
Nickel, foil, 8mm disks, thickness 0.125mm, annealed, 99.98%