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

Relevant academic research and scientific papers

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.

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

(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

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

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.

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

Guanidine Compound and Asymmetric Reaction Using the Same

A guanidine compound having a biaryl skeleton represented by the following formula (1), which is useful as a catalyst for various asymmetric reactions. (wherein R1, R2 and R3 each independently represent a hydrogen atom, a hydrocarbon group optionally having substituent(s), or a heterocyclic group optionally having substituent(s); R4 to R15 each independently represent a hydrogen atom, a hydrocarbon group optionally having substituent(s), a heterocyclic group optionally having substituent(s), a hydroxy group, an alkoxy group optionally having substituent(s), an aryloxy group optionally having substituent(s), an acyl group, an alkoxycarbonyl group optionally having substituent(s), an aryloxycarbonyl group optionally having substituent(s), a carbamoyl group optionally having substituent(s), an alkylthiocarbonyl group optionally having substituent(s), an arylthiocarbonyl group optionally having substituent(s), a carboxyl group, an alkylthio group optionally having substituent(s), an arylthio group optionally having substituent(s), an amino group or a substituted amino group, or a substituted silyl group; or in any combination of R1 to R15, these substituents may be taken together to form a ring; and X1 to X8 represent a hydrogen atom or a nitrogen atom, provided that, in the case of a nitrogen atom, there is no substituent on X1 to X8.