1190603-29-2

Upstream product

• 79-24-3 Nitroethane 
• 1122-91-4 4-bromo-benzaldehyde 

Relevant academic research and scientific papers

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

D-Mannitol-derived novel chiral thioureas: Synthesis and application in asymmetric Henry reactions

Five novel thioureas have been obtained through multi-step reactions from D-Mannitol as starting material and applied as catalysts in the asymmetric Henry reaction. Using catalyst 7a, (1S,2R)-2-nitro-1-phenylpropan-1-ol containing two chiral centers was o

Asymmetric Henry reaction catalyzed by chiral Cu(II) salalen and salan complexes derived from (S)-proline

Single chiral center C1 symmetric salalen and salan ligands were synthesized from (S)-proline and their Cu(II) complexes were used as catalysts for the asymmetric Henry reaction between aromatic aldehydes and nitromethane/nitroethane. The react

Synthesis of chiral salalen ligands and their in-situ generated Cu-complexes for asymmetric Henry reaction

Chiral salalen ligands derived from (S)-proline and derivatives of salicyaldehydes were synthesized, and their in-situ generated Cu (II) complexes were evaluated in the asymmetric Henry reaction. Salalen ligand of different substituents on the phenyl moiety showed remarkable effect on the enantioselectivity of nitro-aldol product of 4-nitrobenzaldehyde and nitromethane. Cu (II) complex generated in situ with (S)-2-(tert-butyl)-6-((2-(((2-hydroxy-3-methylbenzylidene)amino)methyl)pyrrolidin-1-yl)methyl) phenol (10?mol%) and Cu (OAc)2.H2O (10?mol%), found to be better catalyst for nitro-aldol reaction between 4-nitrobenzaldehyde and nitromethane, gave corresponding product in 85% yield and 88% enantiomeric excess (ee) in isopropanol at 35°C after 40?hours. The catalyst also used for the Henry reaction with different substituted benzaldehydes and corresponding products were obtained in 22% to 99% yields with 66% to 92% ee. Henry reaction of 4-nitrobenzaldehyde and prochiral nitroethane gave anti-selective product (dr?=?79/21; anti/syn) in a 91% yield with 80% ee.

(S)-Pyrrolidine-containing chiral manganese(III)-salalen and -salan complexes as catalysts for the asymmetric henry reaction

Chiral Mn(III)-salalen and -salan complexes derived from (S)-proline have been used as catalysts for the asymmetric Henry (nitro-aldol) reaction. We have also used this methodology for a variety of substrates to afford nitroaldol products in 40-94% yields

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

Novel Schiff base ligands derived from Cinchona alkaloids for Cu(II)-catalyzed asymmetric Henry reaction

A new series of Schiff bases derived from Cinchona alkaloids were developed as chiral ligands for the copper(II)-catalyzed asymmetric Henry reaction. The optimized catalyst can promote the Henry reaction of both aromatic and aliphatic aldehydes with nitro

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.

Anti-selective catalytic asymmetric nitroaldol reaction via a heterobimetallic heterogeneous catalyst

Full details of an anti-selective catalytic asymmetric nitroaldol reaction promoted by a heterobimetallic catalyst comprised of Nd5O(O iPr)13, an amide-based ligand, and NaHMDS (sodium hexamethyldisilazide) are described.

Enantioselective Henry (nitroaldol) reaction catalyzed by axially chiral guanidines

The enantioselective activation of nitroalkanes was attempted on the basis of the complexation between chiral guanidinium and nitronate through two hydrogen bonds. The proposed enantioselective activation was applied to the diastereo- and enantioselective