90550-17-7

Upstream product

• 645-59-0 dihydrocinnamonitrile 
• 3277-89-2 phenethylmagnesium bromide 
• 147776-85-0 (E)-1,1,1,2,2,3,3,4,4-nonafluoro-7-phenylhept-6-en-5-one 

Relevant academic research and scientific papers

Nickel-Catalyzed Alkyl-Alkyl Cross-Couplings of Fluorinated Secondary Electrophiles: A General Approach to the Synthesis of Compounds having a Perfluoroalkyl Substituent

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.

Sequential perfluoroalkylation and asymmetric reduction of nitriles triggered with perfluoroalkyl titanates: catalytic asymmetric synthesis of perfluoroalkyl amines

Highly enantio-enriched perfluoroalkyl amines are shown to be synthesized by perfluoroalkylation and asymmetric reduction of nitriles. Perfluoroalkylation of nitriles can be attained by the Lewis acidic perfluoroalkyl titanate reagents to give acyclic ket

DIASTEREOSELECTIVE REDUCTION OF PERFLUOROALKYLATED α,β-UNSATURATED KETONES WITH BAKER'S YEAST

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.