CN

Stereospecific Ni-catalyzed cross-coupling of potassium alkenyltrifluoroborates with alkyl halides.

Stereospecific Ni-catalyzed cross-coupling of potassium alkenyltrifluoroborates with alkyl halides.

Organic letters (2014-03-29)

Gary A Molander, O Andreea Argintaru

摘要

A general method for the alkenylation of alkyl electrophiles using nearly stoichiometric amounts of the air- and moisture-stable potassium organotrifluoroborates has been developed. Various functional groups were tolerated on both the nucleophilic and electrophilic partner. Reactions of highly substituted E- and Z-alkenyltrifluoroborates, as well as vinyl- and propenyltrifluoroborates, were successful, and no loss of stereochemistry or regiochemistry was observed.

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Raney^®-镍, W.R. Grace and Co. Raney^® 2400, slurry, in H₂O, active catalyst

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镍, wire, diam. 0.25 mm, ≥99.9%

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镍, powder, <1 μm, 99.8% trace metals basis

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镍, foil, thickness 0.25 mm, 99.995% trace metals basis

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镍, wire, diam. 0.5 mm, ≥99.99% trace metals basis

Sigma-Aldrich

镍, wire, diam. 0.5 mm, ≥99.9% trace metals basis

镍, pellets, 100g, max. size 10mm, 99.999%

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镍, foil, thickness 0.1 mm, 99.98% trace metals basis

镍, foil, 100x100mm, thickness 0.25mm, annealed, 99%

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镍, sputtering target, diam. × thickness 2.00 in. × 0.25 in., 99.95% trace metals basis

镍, pellets, 20g, max. size 5mm, 99.99+%

镍, foil, 100x100mm, thickness 0.1mm, annealed, 99%

镍, foil, 100x100mm, thickness 1.0mm, annealed, 99.98%

镍, rod, 100mm, diameter 1.5mm, 99.99+%

镍, mesh, 130x130mm, nominal aperture 0.34mm, thickness 0.025mm, wire diameter 0.041mm, 70 wires/inch, open area 80%, electro-formed mesh, 99.9%

镍, foil, 100x100mm, thickness 1.6mm, 99%

镍, sphere, 100pcs, diameter 3.0mm, precision sphere grade 200, 99%

镍, foil, light tested, 25x25mm, thickness 0.0125mm, 99.99+%

镍, foil, 2m coil, thickness 0.025mm, coil width 600mm, as rolled, 99%

镍, pellets, 100g, max. size 10mm, 99.99+%

镍, foil, not light tested, 25x25mm, thickness 0.001mm, 99.95%

镍, foil, 50x50mm, thickness 1.6mm, 99%

镍, mesh, 30x30mm, nominal aperture 0.34mm, thickness 0.025mm, wire diameter 0.041mm, 70 wires/inch, open area 80%, electro-formed mesh, 99.9%

镍, rod, 50mm, diameter 5.0mm, 99.99+%

镍, mesh, 100x250mm, nominal aperture 0.73mm, wire diameter 0.25mm, 26x26 wires/inch, open area 55%, plain weave mesh, 99%

镍, foil, 150x150mm, thickness 1.6mm, 99%

镍, wire reel, 50m, diameter 0.025mm, as drawn, 99.98%

镍, wire reel, 5m, diameter 0.5mm, as drawn, 99%

镍, pellets, 100g, max. size 5mm, 99.99+%

镍, wire reel, 100m, diameter 0.025mm, as drawn, 99.98%