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  • 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
摘要

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.

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Sigma-Aldrich
镍, foil, thickness 0.125 mm, ≥99.9%
Sigma-Aldrich
镍, foil, thickness 0.5 mm, 99.98% trace metals basis
Sigma-Aldrich
镍, wire, diam. 0.5 mm, ≥99.9% trace metals basis
Sigma-Aldrich
镍, foil, thickness 0.1 mm, 99.98% trace metals basis
Sigma-Aldrich
镍, wire, diam. 0.25 mm, ≥99.9%
Sigma-Aldrich
镍, rod, diam. 6.35 mm, ≥99.99% trace metals basis
Sigma-Aldrich
镍, wire, diam. 0.5 mm, ≥99.99% trace metals basis
镍, tube, 500mm, outside diameter 1.8mm, inside diameter 1.6mm, wall thickness 0.1mm, hard, 99.5%
镍, wire reel, 20m, diameter 0.025mm, as drawn, 99.98%
镍, wire reel, 1m, diameter 1.0mm, as drawn, 99%
镍, mesh, 100x250mm, nominal aperture 0.73mm, wire diameter 0.25mm, 26x26 wires/inch, open area 55%, plain weave mesh, 99%
镍, sphere, 100pcs, diameter 1.0mm, precision sphere grade 200, 99%
镍, foil, 50x50mm, thickness 0.30mm, as rolled, 99.98%
镍, wire reel, 5m, diameter 1.0mm, hard, 99.98%
镍, wire reel, 1m, diameter 0.75mm, as drawn, 99%
镍, rod, 100mm, diameter 12.7mm, 99.98%
镍, sphere, 200pcs, diameter 3.0mm, precision sphere grade 200, 99%
镍, foil, light tested, 100x100mm, thickness 0.015mm, 99.9%
镍, foil, 10mm disks, thickness 0.15mm, annealed, 99%
镍, foil, 4mm disks, thickness 0.075mm, annealed, 99%
镍, foil, 4mm disks, thickness 0.075mm, as rolled, 99.98%
镍, foil, 4mm disks, thickness 0.125mm, annealed, 99%
镍, foil, 4mm disks, thickness 0.125mm, annealed, 99.98%
镍, foil, 4mm disks, thickness 0.125mm, as rolled, 100%
镍, foil, 4mm disks, thickness 0.125mm, as rolled, 99.99+%
镍, foil, 4mm disks, thickness 0.15mm, annealed, 99%
镍, foil, 4mm disks, thickness 0.1mm, annealed, 99%
镍, foil, 4mm disks, thickness 0.20mm, annealed, 99%
镍, foil, 4mm disks, thickness 0.25mm, annealed, 99%
镍, foil, 4mm disks, thickness 0.25mm, annealed, 99.98%