90550-17-7Relevant articles and documents
Nickel-Catalyzed Alkyl-Alkyl Cross-Couplings of Fluorinated Secondary Electrophiles: A General Approach to the Synthesis of Compounds having a Perfluoroalkyl Substituent
Liang, Yufan,Fu, Gregory C.
supporting information, p. 9047 - 9051 (2015/08/03)
Fluorinated organic molecules are of interest in fields ranging from medicinal chemistry to polymer science. Described herein is a mild, convenient, and versatile method for the synthesis of compounds bearing a perfluoroalkyl group attached to a tertiary carbon atom by using an alkyl-alkyl cross-coupling. A nickel catalyst derived from NiCl2 glyme and a pybox ligand achieves the coupling of a wide range of fluorinated alkyl halides with alkylzinc reagents at room temperature. A broad array of functional groups is compatible with the reaction conditions, and highly selective couplings can be achieved on the basis of differing levels of fluorination. A mechanistic investigation has established that the presence of 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) inhibits cross-coupling under these conditions and that a TEMPO-electrophile adduct can be isolated.
DIASTEREOSELECTIVE REDUCTION OF PERFLUOROALKYLATED α,β-UNSATURATED KETONES WITH BAKER'S YEAST
Kitazume, Tomoya,Ishikawa, Nobuo
, p. 587 - 590 (2007/10/02)
The differentiation of a fluorinated group in the molecule with active fermenting yeast and the double asymmetric induction in some perfluoroalkylated α,β-unsaturated ketones are described.
