63818-95-1Relevant articles and documents
Chiral alpha-selenofluorophenyl acetate compound as well as preparation and application thereof
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Paragraph 0023-0024, (2018/09/11)
The invention discloses a novel chiral compound with an alpha-selenofluorophenyl acetate structure, and a preparation method and application thereof. The structure of the novel chiral compound is shown in the attached figure. The preparation method of the novel chiral compound is characterized in that the optical pure alpha-fluorophenylacetate is split and synthesized at high efficiency by using optical pure chloramphenicol amine as a splitting agent, and then is esterified with diphenyl diselenide. The novel chiral compound is used as a chiral derivative reagent to detect the absolute configuration of multiple chiral compounds of chiral amine, alkamine, amino-acid ester and the like, and is characterized in that the nuclear-magnetic fluorine spectrum of the derivative reacted by a chiralprimer and (R)-alpha-selenofluorophenyl acetate and (S)-alpha-selenofluorophenyl acetate is tested, and the absolute configuration of the chiral primer is judged by contrasting the chemical displacement of alpha-F of the chiral primer under two conditions. The preparation method has the advantages that the reagent synthesis is simple, the operation is convenient, the chemical displacement difference is large, and the method is a simple and efficient method for judging the absolute configuration.
Stereoselective α-fluorination of N -acyloxazolidinones at room temperature within 1 h
Alvarado, Joseph,Herrmann, Aaron T.,Zakarian, Armen
, p. 6206 - 6220 (2014/07/21)
A direct α-fluorination of N-acyloxazolidinones based on the unique reactivity of group IVa metal enolates has been developed. The reaction is an experimentally simple, low-cost, quick, and energy-efficient alternative for asymmetric α-fluorination of N-acyloxazolidinones. Preliminary studies have shown compatibility with alkyl, alkenyl, and alkynyl, aromatic, and several heteroaromatic substituents. High diastereoselectivities have been achieved with most substrates tested, and the reaction is typically complete within 1 h at ambient temperature.
Microbial asymmetric decarboxylation of fluorine-containing arylmalonic acid derivatives
Miyamoto, Kenji,Tsuchiya, Shigeo,Ohta, Hiromichi
, p. 225 - 232 (2007/10/02)
α-Methyl-α-(trifluoromethylphenyl)malonic acids have been incubated with Alcaligenes bronchisepticus to afford optically active α-arylpropionic acids.Generally, the chemical and optical yields of the reaction products were higher when the substituents on the aromatic ring were strongly electron-withdrawing.Decarboxylation of α-fluoro-α-phenylmalonic acid with the aid of the same bacterium afforded optically active α-fluoro-α-phenylacetic acid.