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• 79-24-3 Nitroethane 
• 620-23-5 m-tolyl aldehyde 

Relevant academic research and scientific papers

A Highly anti-selective asymmetric henry reaction catalyzed by a chiral copper complex: Applications to the syntheses of (+)-spisulosine and a pyrroloisoquinoline derivative

A highly anti-selective asymmetric Henry reaction has been developed, affording synthetically versatile β-nitroalcohols in a predominately anti-selective manner (mostly above 15:1) and excellent ee values (mostly above 95 %). Moreover, the anti-selective Henry reaction was carried out in the presence of water for the first time with up to 99 %-ee. The catalytic mechanism was proposed based on the detection of the intermediates by extractive electrospray ionization mass spectrometry (EESI-MS). Furthermore, the anti adducts have been successfully transformed into the biochemically important (+)-spisulosine and a pyrroloisoquinoline derivative. Copyright

Anti-Selective Asymmetric Henry Reaction Catalyzed by a Heterobimetallic Cu-Sm-Aminophenol Sulfonamide Complex

A novel heterobimetallic Cu/Sm/aminophenol sulfonamide complex has been developed by a convenient one-pot method for the anti-selective asymmetric Henry reaction. The corresponding anti-β-nitro alcohols are obtained in up to 99% yield, >30:1 dr, and 98% ee. The results of control experiments and ESI-MS analysis of the complex indicate that the monomeric bimetallic Cu/Sm/1 complex would be the active species.

A new type of L-Tertiary leucine-derived ligand: Synthesis and application in Cu(II)-catalyzed asymmetric Henry reactions

A new series of Schiff bases derived from amino acids were developed as chiral ligands for Cu(II)-catalyzed asymmetric Henry reactions. The optimum ligand 7d exhibited outstanding catalytic efficiency in the Cu(II)-catalyzed asymmetric Henry additions of four nitroalkanes to different kinds of aldehydes to produce 76 desired adducts in high yields (up to 96%) with excellent enantioselectivities, up to 99% enantiomeric excess (ee).

Catalytic anti-selective asymmetric Henry (nitroaldol) reaction catalyzed by Cu(I)-amine-imine complexes

Chiral complex derived from N-methyl-C1-tetrahydro-1,1′- bisisoquinolines (R)-1b and Cu(I)Cl promoted the diastereoselective Henry reaction of nitroethane with a series of aromatic and aliphatic aldehydes. The nitroalcohol adducts were obtained in excellent yields (up to 95%), moderate anti-selectivity (up to 2.6:1), and good enantioselectivity (up to 92% ee) without any special precautions to exclude moisture or air.

A heterobimetallic Pd/La/Schiff base complex for anti-selective catalytic asymmetric nitroaldol reactions and applications to short syntheses of β-adrenoceptor agonists

(Chemical Equation Presented) Two metals in a pod: The combination of Pd and La with a dinucleating Schiff base was developed for anti selectivity in the catalytic asymmetric nitroaldol reaction (see scheme). Short syntheses of β-adrenoceptor agonists by using the heterobimetallic catalyst are presented.