99334-20-0

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 96-34-4 methyl chloroacetate 
• 96426-60-7 methyl (2E)-3-(4-fluorophenyl)-2-propenoate 
• 116-54-1 dichloroacetic acid methyl ester 
• 459-32-5 (E)-4-fluorocinnamic acid 

Downstream Products

• 85589-65-7 3-(4-fluorophenyl)pyridine 
• 1736-67-0 4-fluorophenylacetaldehyde 
• 139618-92-1 (4R,5R)-4-(4-Fluoro-phenyl)-2,2,2-triphenyl-2λ⁵-[1,3,2]oxazaphospholidine-5-carboxylic acid methyl ester 
• 139618-72-7 Methyl trans-3-(4-fluorophenyl)aziridine-2-carboxylate 

Relevant academic research and scientific papers

Dynamic kinetic asymmetric transformations of β-halo-α-keto esters by N,N′-dioxide/Ni(II)-catalyzed carbonyl-ene reaction

Dynamic kinetic asymmetric transformations of racemic β-halo-α-keto esters through carbonyl-ene reaction were realized using a chiral N,N′-dioxide-nickel(ii) complex, giving the corresponding β-halo-α-hydroxy esters containing two vicinal chiral tri- and tetrasubstituted carbon centers in good yields and dr with excellent ee values without the use of extra bases. Meanwhile, a proposed reaction mechanism was presented according to the configuration of the product.

Synthesis of 3-Arylpyridines via Palladium/Copper-Catalyzed Annulation of Allylamine/1,3-Propanediamine and Aldehydes

A novel and efficient method for the synthesis of 3-arylpyridines from allylamine/propanediamine and aldehydes by palladium/copper-catalyzed oxidative tandem cyclization has been developed. With this reaction, a series of desired 3-arylpyridines was synthesized in moderate yields via C-C/C-N bond formation and 6-endo/exo-trig cyclization.

Enantiopure trans -3-arylaziridine-2-carboxamides: Preparation by bacterial hydrolysis and ring-openings toward enantiopure, unnatural D -α-amino acids

Several racemic trans-3-arylaziridine-2-carboxamides were prepared and then resolved by Rhodococcus rhodochrous IFO 15564-catalyzed hydrolysis. The resulting enantiopure (2R,3S)-3-arylaziridine-2-carboxamides are adequate substrates to undergo fully stereoselective nucleophilic ring-openings at the C-3 ring position to finally yield enantiopure, unnatural d-α- aminocarboxylic acids. Experimental evidence is provided that suggests the fate of the (2S,3R)-3-arylaziridine-2-carboxylic acids concomitantly formed during the resolution processes. In this context, the similar bacterial resolution of racemic 1-arylaziridine-2-carboxamides and -carbonitriles, previously investigated by our research group, has been partially re-examined.

Molecular structure of methyl phenylpyruvates studied by 1H NMR and IR spectroscopies and quantum mechanical calculations

Molecular structure of methyl phenylpyruvate (MPP) and its p-substituted derivatives has been investigated by 1H NMR and IR spectroscopies. The spectral data point out that MPPs take the enol form both in solution and in the solid state. The ab initio calculations were carried out in order to get information on the configurational and conformational preferences in the enol form. It is suggested from the calculation that the inter- and intra-molecular hydrogen bondings between the enol OH group and the ester C = O group are important for stabilization of the conformer.

An improved procedure for the epoxidation of methyl cinnamate derivatives and production of acid sensitive epoxides

By using a biphasic epoxidation system, unreactive methyl cinnamate derivatives were epoxidized at higher rates, and epoxides that decomposed in the presence of m-chlorobenzoic acid (mCBA) to diol ester opening products under standard conditions were obtained in fair to excellent yields.

A convenient synthesis of aziridine-2-carboxylic esters

Optically active oxirane-2-carboxylic esters, prepared from allylic alcohols employing the Sharpless epoxidation, were treated with sodium azide.The azido alcohols obtained were subsequently converted into aziridine-2-carboxylic esters by reaction with triphenylphosphine, in good yields and with high optical purity.Various racemic oxirane-2-carboxylic esters were subjected to the same sequence of reactions.

Catalyst and method for isomerization

A catalyst for isomerization consisting essentially of a salt or complex salt represented by the formula: where M is a metal of Group IB, IIA, IIB or VIII of the periodic table, L is a ligand, Y is a conjugated base of a Bronsted acid, m is 0, 1, 2, 3 or 4 and n is 1, 2 or 3.