103422-95-3

Upstream product

• 103-82-2 phenylacetic acid 
• 17016-83-0 (4S)-4-isopropyl-1,3-oxazolidin-2-one 
• 95530-58-8 (R)-4-isopropyloxazolidin-2-one 
• 103-80-0 phenylacetyl chloride 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 161745-68-2 (2S,3S)-1,4-Bis-((S)-4-isopropyl-2-oxo-oxazolidin-3-yl)-2,3-diphenyl-butane-1,4-dione 
• 311310-18-6 (4S,2'R)-4-iso-propyl-3-(2'-phenylpropionyl)oxazolidin-2-one 
• 311310-15-3 (4S,2'S)-4-iso-propyl-3-(2'-phenylpropionyl)oxazolidin-2-one 
• 74431-38-2 (2S,3S)-(+)-2,3-Diphenylsuccinic acid 
• 165801-15-0 (S)-3,3,3-trifluoro-2-phenylpropan-1-ol 
• 1378315-02-6 (S)-tert-butyl 4-((S)-4-isopropyl-2-oxooxazolidin-3-yl)-4-oxo-3-phenylbutanoate 
• 1378314-76-1 (S)-1-tert-butyl 4-(2,6-dimethylphenyl) 2-phenylsuccinate 
• 1378314-77-2 (S)-4-tert-butyl 1-(2,6-dimethylphenyl) 2-phenylsuccinate 
• 1378315-03-7 (S)-4-((S)-4-isopropyl-2-oxooxazolidin-3-yl)-4-oxo-3-phenylbutanoic acid 

Relevant academic research and scientific papers

Ni-Catalyzed Regiodivergent and Stereoselective Hydroalkylation of Acyclic Branched Dienes with Unstabilized C(sp3) Nucleophiles

Two complementary regiodivergent [(P,N)Ni]-catalyzed hydroalkylations of branched dienes are reported. When amides are employed as unstabilized C(sp3) nucleophiles, a highly regioselective 1,4-addition process is favored. The addition products are obtained in high yield and with excellent stereocontrol of the internal olefin. With use of a chiral ligand and imides as carbon nucleophiles, a 3,4-addition protocol was developed, enabling construction of two contiguous tertiary stereocenters in a single step with moderate to high levels of diastereocontrol and excellent enantiocontrol. Both methods operate under mild reaction conditions, display a broad scope, and show excellent functional group tolerance. The synthetic potential of the 3,4-hydroalkylation reaction was established via a series of postcatalytic modifications.

Iron-Catalyzed Michael Addition of Ketones to Polar Olefins

The base metal complex tetrabutylammonium nitrosyltricarbonylferrate {Bu4N[Fe(CO)3(NO)] (TBA[Fe])} – catalyzes the conjugate addition of ketones to polar olefins. The reaction is applicable to a wide range of substrates leading to interesting building blocks for organic synthesis. Clear indications for an acid-base type rather than a C?H activation pathway exist. (Figure presented.).

Preparation of chiral 3-arylpyrrolidines via the enantioselective 1,4-addition of arylboronic acids to fumaric esters catalyzed by Rh(I)/chiral diene complexes

A highly efficient rhodium-catalyzed protocol for the preparation of 2-arylsuccinic esters and 3-arylpyrrolidines of high optical purity has been achieved. In the presence of 1 mol % of a chiral diene/Rh(I) catalyst, asymmetric addition of various arylbor

SuperQuat 5,5-dimethyl-4-iso-propyloxazolidin-2-one as a mimic of Evans 4-tert-butyloxazolidin-2-one

The incorporation of a gem-dimethyl group at the 5-position of a chiral oxazolidinone biases the conformation of the adjacent C(4)-stereodirecting group such that the gem-dimethyl-4-iso-propyl combination mimics a C(4)-tert-butyl group, providing higher levels of stereocontrol than a simple 4-iso-propyloxazolidinone. The generality of this principle is demonstrated with applications in stereoselective enolate alkylations, kinetic resolutions, Diels-Alder cycloadditions and Pd-catalysed asymmetric acetalisation reactions. The Royal Society of Chemistry 2006.

A convenient method for synthesis of optically active methylphenidate from N-methoxycarbonylpiperidine by utilizing electrochemical oxidation and Evans aldol-type reaction

A new method to prepare optically active methylphenidate starting from piperidine is described. The method consists of a transformation of N-methoxycarbonylated piperidine to the corresponding α-methoxylated carbamate utilizing electrochemical oxidation f

A convenient and practical method for N-acylation of 2 oxazolidinone chiral auxiliaries with acids

A one-pot, convenient and practical method for N-acylation of 2- oxazolidinone chiral auxiliaries directly with acids in the presence of pivaloyl chloride and triethylamine is described.

Asymmetric synthesis of optically active 2,3-diarylsuccinic acids by oxidative homocoupling of chiral 3-(arylacetyl)-2-oxazolidones

Oxidative homocoupling of chiral 3-(arylacetyl)-2-oxazolidones 1 was achieved by treatment with DABCO-TiCl4 or DMAP-TiCl4 and afforded the corresponding dimers stereospecifically. The reaction of (4S)- and (4R)-substituted 1 gave (S,S)- and (R,R)-dimers respectively. The obtained dimers were easily transformed to the corresponding 2,3-diaryl succinic acids. This reaction therefore provides a useful method For the synthesis of optically pure 2,3-diarylsuccinic acids. The oxidative coupling was not inhibited by para substitution of an electron donating group on the aryl group. A para-substituted electron withdrawing group and an ortho-substituent, however, hindered the coupling.