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• 26251-08-1 2-nitro-1-phenylpropan-1-ol 

Relevant academic research and scientific papers

Stereoselective Catalytic Synthesis of Active Pharmaceutical Ingredients in Homemade 3D-Printed Mesoreactors

3D-printed flow reactors were designed, fabricated from different materials (PLA, HIPS, nylon), and used for a catalytic stereoselective Henry reaction. The use of readily prepared and tunable 3D-printed reactors enabled the rapid screening of devices with different sizes, shapes, and channel dimensions, aimed at the identification of the best-performing reactor setup. The optimized process afforded the products in high yields, moderate diastereoselectivity, and up to 90 % ee. The method was applied to the continuous-flow synthesis of biologically active chiral 1,2-amino alcohols (norephedrine, metaraminol, and methoxamine) through a two-step sequence combining the nitroaldol reaction with a hydrogenation. To highlight potential industrial applications of this method, a multistep continuous synthesis of norephedrine has been realized. The product was isolated without any intermediate purifications or solvent switches.

Recyclable Enantioselective Catalysts Based on Copper(II) Complexes of 2-(Pyridine-2-yl)imidazolidine-4-thione: Their Application in Asymmetric Henry Reactions

This paper describes the preparation of enantioselective catalysts based on derivatives of imidazolidine-4-thione and their subsequent anchoring by means of a sulfur atom on a polymeric carrier. First, we verified the catalytic activity and enantioselecti

Design of a chiral secondary amine ligand for copper-catalyzed anti -selective Henry reaction

A series of chiral binaphthyl-containing diphenylethylenediamine (binaph-dpen) ligands was designed and synthesized for the copper-catalyzed asymmetric Henry reaction. The N-monobenzyl (S)-binaph-(R,R)-dpen ligand, with a secondary amine portion, promoted

Catalytic asymmetric henry reaction of nitroalkanes and aldehydes catalyzed by a chiral N, N '-dioxide/Cu(I) complex

An easily available N,N'-dioxide/Cu(I) complex has been developed for the catalytic asymmetric nitroaldol (Henry) reaction of aldehydes with nitroethane. Under mild reaction conditions, a series of substituted aromatic, heteroaromatic and α,β-unsaturated

Solvent-dependent strong asymmetric amplification in the catalytic enantioselective Henry reaction using the trans-N,N′-bis-biphenyl-4-ylmethyl-cyclohexane-1,2-diamine-CuCl2 complex

A strong asymmetric amplification was observed in the enantioselective Henry reaction catalyzed by the (R,R)-trans-N,N′-bis-biphenyl-4-ylmethyl-cyclohexane-1,2-diamine·CuCl2 complex in AcOEt, while no amplification occurred in MeOH.

The synthesis, structure, topology and catalytic application of a novel cubane-based copper(ii) metal-organic framework derived from a flexible amido tripodal acid

A novel chiral metal-organic framework, [Cu4(HL)2(H2O)4(MeO)4]n (1), has been successfully synthesized from a tripodal flexible ligand (2S,2′S,2"S)-2,2′,2"-(benzenetricarbonyltris(azanediyl

Rhodium(I) complexes containing 9,10-phenanthrenequinone-N-substituted thiosemicarbazone ligands: Synthesis, structure, DFT study and catalytic diastereoselective nitroaldol reaction studies

Abstract New rhodium(I) complexes [Rh(CO)(L)] (1-3) were prepared by the reaction of [RhCl(CO)(PPh3)2] with 9,10-phenanthrenequinone-N-substituted thiosemicarbazones (HL1-3) and characterized by elemental and spectral anal

Asymmetric Henry reactions of aldehydes with various nitroalkanes catalyzed by copper(II) complexes of novel chiral N-monoalkyl cyclohexane-1,2-diamines

A number of novel chiral diamines 3, (1R,2R)-N-monoalkylcyclohexane-1,2- diamines, were designed and synthesized from trans-cyclohexane-1,2-diamine and applied to the catalytic asymmetric Henry reaction of benzaldehyde and nitromethane to provide β-nitroa

Evaluation of structural effects of acyclic and macrocyclic ligands derived from (R,R)-cyclohexane-1,2-diamine in the enantioselective Cu(II)-catalyzed Henry reaction

Two new ligands with acyclic or macrocyclic structure were prepared from (R,R)-cyclohexane-1,2-diamine, the former by condensation with 5-[1-methyl-1-(1H-pyrrol-2-yl)ethyl]-1H-pyrrole-2-carboxaldehyde, and the latter by double condensation with 5,5'-(1H-p

Zinc metal-organic frameworks: Efficient catalysts for the diastereoselective Henry reaction and transesterification

Three new compounds bearing different flexible side functional groups, viz. 2-acetamidoterephthalic acid (H2L1), 2-propionamidoterephthalic acid (H2L2) and 2-benzamidoterephthalic acid (H2L3), were synthesized and their coordination reactions with zinc(ii) were studied. X-ray crystallography showed the formation of novel metal organic frameworks with different dimensionalities, where the side functional groups of amidoterephthalic acid and/or auxiliary ligands were found to play significant roles. These frameworks [Zn2(L1)2(4,4′-bipyridine) 2(H2O)(DMF)]n (1), [Zn4(L2) 3(OH)2(DMF)2(H2O)2] n (2) and [Zn(L3)(H2O)2]n·n/ 2(1,4-dioxane) (3) act as heterogeneous polymeric solid catalysts not only for the diastereoselective nitroaldol (Henry) reaction of different aldehydes with nitroalkanes but also for transesterification reactions. These MOF-based heterogeneous catalysts can be recycled without losing their activity. This journal is the Partner Organisations 2014.