80483-85-8Relevant academic research and scientific papers
Reduction by a Model of NAD(P)H. 33. Steric and Electronic Effects on Asymmetric Reduction of 2-Acylpyridines
Ohno, Atsuyoshi,Nakai, Jun-ichi,Nakamura, Kaoru,Goto, Takehiko,Oka, Shinzaburo
, p. 3482 - 3485 (1981)
Series of alkyl and fluorinated alkyl 2-pyridynyl ketones have been reduced by a chiral NAD(P)H-model (Me2PNPH) in the presence of magnesium ion in acetonitrile.Optical yield decreases in the order of substituent: CH3 > C2H5 > C(CH3)3 > CH(CH3)2 and CH3 > CH2F > CHF2 > CF3.The results have been interpreted in terms of conformation of the substrates for alkyl 2-pyridynyl ketones and of electronic competitional effect between two substituents for fluorinated alkyl 2-pyridynyl ketones.Magnesium ion freezes intermolecular arrangement at the transition state of the reduction.
The enantioselective trifluoromethylation of aromatic aldehydes by quaternary ammonium bromide and (IPr)CuF at low catalyst loading
Wu, Shaoxiang,Guo, Jiyi,Sohail, Muhammad,Cao, Chengyao,Chen, Fu-Xue
, p. 19 - 29 (2013/04/23)
A general catalytic enantioselective trifluoromethylation of aromatic aldehydes using (IPr)CuF and quinidine-derived quaternary ammonium salt as catalysts has been developed. A wide range of aromatic aldehydes are converted to the corresponding products in up to 92% yield and 81% ee at 2 mol% of catalyst loading.
