- 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
PMID24666316
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, wire reel, 1m, diameter 1.0mm, as drawn, 99%
Sigma-Aldrich
Nickel, sputtering target, diam. × thickness 2.00 in. × 0.25 in., 99.95% trace metals basis
Nickel, foam, 300x300mm, thickness 1.6mm, bulk density 0.45g/cm3, porosity 95%, 95%