197857-06-0

Upstream product

• 62087-36-9 3-methyl-1-nitro-butan-2-one 
• 141377-55-1 3-methyl-1-nitrobutan-2-ol 
• 75-52-5 nitromethane 
• 78-84-2 isobutyraldehyde 

Relevant academic research and scientific papers

Enantio- & chemo-selective preparation of enantiomerically enriched aliphatic nitro alcohols using Candida parapsilosis ATCC 7330

Enantiomerically pure β- and γ-nitro alcohols were prepared from their respective nitro ketones by asymmetric reduction mediated by the biocatalyst, Candida parapsilosis ATCC 7330 under optimized reaction conditions (ee up to >99%; yields up to 76%). This

Levopimaric acid derived 1,2-diamines and their application in the copper-catalyzed asymmetric Henry reaction

Levopimaric acid, a readily available starting material, was used in efficient syntheses of new enantiopure diamines and Schiff bases with good yields. The synthetic procedure is based on the fumaropimaric acid monomethyl ester conversion into the optical

A new series of bipyridine based chiral organocatalysts for enantioselective Henry reaction

A series of binaphthol based chiral organocatalysts were synthesized and applied as metal-free organocatalysts in the enantioselective Henry reaction. These organocatalysts enabled the Henry reaction with a lower concentration of catalysts at room tempera

Cu (II)-catalyzed asymmetric Henry reaction with a novel C1-symmetric aminopinane-derived ligand

A novel C1-symmetric dinitrogen ligand was synthesized in high yield from commercially available (1R,2R,3R,5S)-(-)-isopinocampheylamine and 1-methyl-2-imidazolecarboxaldehyde. In combination with Cu(OAc)2·H2O, this new ligand promote the reaction between nitromethane and aliphatic aldehydes with high yields (up to 97%) and moderate enantioselectivities (up to 67% ee). The reactions with benzaldehyde required prolonged reaction time that resulted in diminished yields, but accompanied with ee-values in the 55%-76% range.

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

Asymmetric Henry reactions catalyzed by metal complexes of chiral oxazoline based ligands

Chiral oxazolines have been synthesized from norephedrine and pyrrole nitrile or benzoyl chloride and applied to the catalytic asymmetric Henry reactions of p-nitro aldehydes with nitromethane to provide β-hydroxy nitroalkanols in high conversion (up to 92%). The reaction was then optimized in terms of the metal, solvent, temperature, and amount of chiral ligand. The corresponding catalyst with Cu(OTf)2 and isopropanol as the solvent gave the best enantioselectivities (up to 84% ee) of the corresponding β-nitroalkanol for p-nitrobenzaldehyde.

Modular bipyridine ligands coupled with Cinchona alkaloids for Cu(II)-catalyzed asymmetric Henry reactions

A new series of bipyridine ligands coupled with Cinchona alkaloids were prepared in relatively high yields in only one step starting from commercially or readily available materials, and have been developed as chiral ligands for copper(II)-catalyzed asymm

Water-assisted organocatalysis: An enantioselective green protocol for the henry reaction

We report an enantioselective Henry (nitroaldol) reaction catalysed by an organocatalyst using water as solvent. The enantioselective synthesis of β-nitroalcohols was achieved by using a neutral chiral organocatalyst, through strong hydrogen bonding, whic

Synthesis and computation of diastereomeric phenanthroline-quinine ligands and their application in asymmetric Henry reaction

A class of chiral ligands has been developed by combining phenanthroline with quinine in a one-step method that does not require resolution. The synthesized three ligands were then coordinated with Cu(II) and the performance of the resultant ch

Asymmetric henry reaction catalyzed by novel chiral bioxazolines from tartaric acid

Novel C2-symmetric chiral bioxazolines were synthesized in good yields by the fusion of optically active acids with a tartaric acid derivative. Complexes of these products with copper(II) acetate monohydrate were found to be excellent catalysts