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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
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Product Description

Nickel, rod, 200mm, diameter 40mm, 99%
Nickel, rod, 100mm, diameter 3.3mm, 99.99+%
Nickel, rod, 500mm, diameter 12.0mm, 99%
Nickel, rod, 100mm, diameter 9.5mm, 99%
Nickel, foil, 10mm disks, thickness 0.3mm, as rolled, 100%
Nickel, rod, 100mm, diameter 12.0mm, 99%
Nickel, rod, 100mm, diameter 30mm, 99%
Nickel, rod, 100mm, diameter 12.7mm, 99.98%
Nickel, rod, 50mm, diameter 40mm, 99%
Nickel, rod, 200mm, diameter 6.35mm, 99%
Nickel, foil, 10mm disks, thickness 0.25mm, as rolled, 99.99+%
Nickel, rod, 500mm, diameter 3.3mm, 99.99+%
Nickel, tube, 200mm, outside diameter 0.8mm, inside diameter 0.64mm, wall thickness 0.08mm, as drawn, 99.5%
Nickel, rod, 100mm, diameter 16mm, 99.99+%
Nickel, foil, 15mm disks, thickness 0.075mm, annealed, 99%
Nickel, rod, 50mm, diameter 5.0mm, 99.99+%
Nickel, tube, 200mm, outside diameter 2.4mm, inside diameter 2.248mm, wall thickness 0.076mm, hard, 99.5%
Nickel, rod, 500mm, diameter 6.35mm, 99%
Nickel, foil, 1m coil, thickness 0.25mm, annealed, 99%
Nickel, foil, 1m coil, thickness 0.02mm, 99.9%
Nickel, tube, 1000mm, outside diameter 1.57mm, inside diameter 0.63mm, wall thickness 0.47mm, hard, 99.5%
Nickel, wire reel, 200m, diameter 0.4mm, as drawn, 99%
Nickel, rod, 200mm, diameter 20.0mm, 99%
Nickel, foil, 10mm disks, thickness 0.125mm, as rolled, 100%
Nickel, sphere, 100pcs, diameter 0.76mm, precision sphere grade 200, 99%
Nickel, tube, 100mm, outside diameter 2.5mm, inside diameter 2.25mm, wall thickness 0.125mm, hard, 99.5%
Nickel, foil, 1m coil, thickness 0.01mm, 99.95%
Nickel, foil, 15mm disks, thickness 0.25mm, as rolled, 100%
Nickel, rod, 500mm, diameter 9.5mm, 99%
Nickel, tube, 100mm, outside diameter 3.25mm, inside diameter 3.05mm, wall thickness 0.1mm, hard, 99.5%