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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

ABSTRACT

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.

MATERIALS

Product Number

Brand

Product Description

Nickel, foil, light tested, 50x50mm, thickness 0.0075mm, 99.95%

Nickel, foil, 10mm disks, thickness 0.007mm, 99.95%

Nickel, foil, 10m coil, thickness 0.3mm, coil width 1mm, as rolled, 99%

Nickel, foil, 0.5m coil, thickness 0.003mm, 99.95%

Nickel, foil, 10mm disks, thickness 0.008mm, 99.95%

Nickel, foil, 10mm disks, thickness 0.0025mm, 99.95%

Nickel, foil, 10m coil, thickness 0.3mm, coil width 1mm, annealed, 99%

Nickel, foil, 10mm disks, thickness 0.02mm, 99.9%

Nickel, foil, 10mm disks, thickness 0.038mm, 99.9%

Nickel, foil, 25x25mm, thickness 1.0mm, as rolled, 99.99+%

Nickel, tube, 500mm, outside diameter 2.0mm, inside diameter 1.6mm, wall thickness 0.2mm, hard, 99.5%

Nickel, foil, 4mm disks, thickness 0.0125mm, 99.99+%

Nickel, insulated wire, 2m, conductor diameter 0.025mm, insulation thickness 0.0035mm, polyimide insulation

Nickel, foil, 150x150mm, thickness 0.25mm, annealed, 99.98%

Nickel, wire reel, 100m, diameter 0.5mm, annealed, 99%

Nickel, wire reel, 0.2m, diameter 1.0mm, as drawn, 99.99+%

Nickel, foil, 50x50mm, thickness 0.125mm, as rolled, 99.99+%

Nickel, foil, 25x25mm, thickness 0.25mm, as rolled, 99.99+%

Nickel, foil, 4mm disks, thickness 0.03mm, 99.9%

Nickel, foil, 150x150mm, thickness 0.25mm, annealed, 99%

Nickel, foil, not light tested, 50x50mm, thickness 0.004mm, hard, 99%

Nickel, wire reel, 100m, diameter 0.4mm, as drawn, 99%

Nickel, foil, 50x50mm, thickness 6.35mm, as rolled, 99.99+%

Nickel, wire reel, 100m, diameter 0.25mm, annealed, 99%

Nickel, foil, 2m coil, thickness 0.15mm, coil width 12mm, annealed, 99%

Nickel, wire reel, 0.1m, diameter 1.0mm, as drawn, 99.99+%

Nickel, microfoil, disks, 25mm, thinness 0.25μm, specific density 222.55μg/cm², permanent mylar 3.5μm support, 99.99+%

Nickel, pellets, 50g, max. size 15mm, 99.99+%

Nickel, foil, 4mm disks, thickness 0.0125mm, annealed, 99%

Nickel, wire reel, 10m, diameter 0.5mm, as drawn, 99%