874657-77-9Relevant academic research and scientific papers
Umpolung reactivity of difluoroenol silyl ethers with amines and amino alcohols. Application to the synthesis of enantiopure α-difluoromethyl amines and amino acids
Huguenot, Florent,Billac, Anne,Brigaud, Thierry,Portella, Charles
, p. 2564 - 2569 (2008/09/19)
(Chemical Equation Presented) Difluoroenol silyl ethers, produced in situ from acylsilanes and CF3TMS, react as electrophiles with amines to give difluoroimines, via the corresponding hemiaminal adduct, as evidenced by 19F NMR spectr
Asymmetric synthesis of α-monofluoromethyl- and α- difluoromethylbenzylamines through regioselective hydrogenolysis
Kanai, Masatomi,Ueda, Koji,Yasumoto, Manabu,Kuriyama, Yokusu,Inomiya, Kenjin,Ootsuka, Takashi,Katsuhara, Yutaka,Higashiyama, Kimio,Ishii, Akihiro
, p. 385 - 391 (2007/10/03)
Asymmetric synthesis of α-monofluoromethyl- and α- difluoromethylbenzylamines through regioselective hydrogenolysis is described. Hydrogenolysis of diastereomerically pure bis(α-methylbenzyl)amine derivatives having partially fluorinated methyl group at b
OPTICALLY ACTIVE 1-ARYL-2-FLUORO-SUBSTITUTED ETHYLAMINE AND METHOD FOR PRODUCING THE SAME
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Page/Page column 37, (2008/06/13)
PROBLEM TO BE SOLVED: To provide an optically active 1-aryl-2-fluoro-substituted ethylamine becoming an important intermediate of a candidate compound of a medicine and an agrochemical, and an industrial method for producing the same. SOLUTION: This method for producing optically active 1-aryl-2-fluoro-substituted ethylamine is provided by performing the dehydrating condensation of a fluoro-substituted methyl aryl ketone with an optically active 1-phenylethylamine in the presence of an acid catalyst to convert them to an optically active imine, further asymmetrically reducing the optically active imine to convert it to a mixture of optically active secondary amine diastereomers, inducing the diastereomer mixture of the optically active secondary amines to their salts and recrystallizing to obtain the optically active secondary amine having a high diastereomeric excess rate or its salt, and hydrolyzing the optically active secondary amine or its salt in the presence of a group VIII transition metal catalyst to obtain the optically active 1-aryl-2-fluoro-substituted ethylamine or its salt.
