123559-92-2

Upstream product

• 22966-19-4 trans-4'-methoxychalcone 
• 557-20-0 diethylzinc 
• 959-23-9 4'-methoxychalcone 
• 100-52-7 benzaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 97-93-8 triethylaluminum 

Relevant academic research and scientific papers

Enantioselective catalytic conjugate addition of dialkylzinc reagents using copper-phosphoramidite complexes; ligand variation and non-linear effects

A variety of new chiral phosphoramidites was synthesised and tested in the copper-catalysed enantioselective conjugate addition of diethylzinc to cyclohexenone and chalcone in order to assess the structural features that are important for stereocontrol. A

Enantiopure sulfoximines-catalyzed 1, 4-additions to 2-en-ketone

An efficient chiral catalyst procedure for the preparation of β-chiral ketone via the 1, 4-additions reaction of 2-en-ketone has been developed using enantiopure sulfoximines modified with functional groups as ligands. The carefully design and synthesized

Enantioselective copper(II)-catalyzed conjugate addition of diethylzinc to β-substituted enones utilizing BINOL-based phosphoramidite ligands

A family of new chiral phosphoramidite ligands based on 3,3′-disubstituted (S)-BINOL have been successfully synthesized. The chiral phosphoramidite ligands were subsequently applied to the copper(II)-catalyzed enantioselective addition of diethylzinc to β

Enantioselective conjugate addition of dialkylzincs to α,β- unsaturated enones catalyzed by Ni(acac)2 and (+)-(1S,2R)-7,7- dimethyl-1-morpholinoisonorborneol

A mixture of chiral ligand 4 [(+)-MINBOL] and Ni(acac)2 (12.5 and 0.5 mol % respectively) is able to successfully catalyze the enantioselective conjugate 1,4-addition of dialkylzinc to α,β- unsaturated enones in propionitrile to give the corres

The effects of solvent on switchable stereoselectivity: Copper-catalyzed asymmetric conjugate additions using D2-symmetric biphenyl phosphoramidite ligands

A highly enantioselective copper-catalyzed conjugate addition of diethylzinc to acyclic aromatic enones was developed with phosphoramidite ligands bearing a D2-symmetric biphenyl backbone. This type of reaction demonstrated that toluene and THF solvents can completely reverse the absolute configuration of the products, thus simplifying the process of accessing either enantiomer (S: 92% ee, 94% yield; R: 99% ee, 96% yield).

Switchable stereoselectivity: The effects of substituents on the D 2-symmetric biphenyl backbone of phosphoramidites in copper-catalyzed asymmetric conjugate addition reactions with triethylaluminium

A highly enantioselective copper-catalyzed conjugate addition with triethylaluminium was developed using phosphoramidite ligands bearing a D 2-symmetric biphenyl backbone. For these ligands we demonstrated that the 3,3',5,5'-substituents on the biphenyl backbone can completely reverse the absolute configuration of the products. Copyright

METHOD OF ENANTIOSELECTIVE ADDITION TO ENONES

The present invention relates to a method of enantioselective addition to enones, including: reacting R3(CH2)pCH═CR5C(═O)Y(CH2)qR4 with R6ZnR7 in the presen

Chiral phosphanylferrocenecarboxamides with amino acid pendant groups as ligands for Cu-mediated asymmetric conjugate additions of diethylzinc to chalcones - Structural characterisation of precursors to the Cu catalyst

A series of chiral phosphanylferrocenecarboxamides was prepared by treatment of either l'-(diphenylphosphanyl)ferrocene-1-carboxylic acid (Hdpf) or its planar-chiral 1,2isomers with amino acid methyl esters in the presence of peptide coupling agents. The compounds were characterised by spectroscopic methods, and the crystal structure of one representative was determined by X-ray diffraction. Catalytic testing of these donors in Cu-catalysed asymmetric conjugate additions of diethylzinc to chalcones revealed that the reaction outcomes were highly sensitive to the ligand structure and the reaction conditions (copper source and solvent), whereas the chalcone substituents (Me, MeO, or Cl in positions 4 or 4') had a less pronounced influence. Compounds based on Hdpf proved to be better ligands than their planarchiral analogues. Under optimised conditions, the reaction with L-valine-Hdpf conjugate, (S)-Ph2PfcCONHCH(CHMe2)CO2Me (fc = ferrocene-1,1'-diyl) and unsubstituted chalcone gave the alkylation product with complete conversion (20 °C/ 4 h) and in 87 % ee. The catalytic behaviour of the amidophosphane ligands was correlated to the results of a model coordination study and the crystal structure of [Cu(Ph2PfcCONHCH 2CO2Me)2](CF3SO3) ·2CHCl3.

Construction of a new type of chiral bidentate NHC ligands: copper-catalyzed asymmetric conjugate alkylation

We synthesized in three steps simple chiral bidentate NHC compounds that carry an achiral coordinating group as N-substituent and revealed that they serve as efficient chiral auxiliaries for the copper-catalyzed asymmetric conjugate addition of dialkylzin

Application of Enantiopure 1-(Aminoalkyl)naphthols and 2-(Aminoalkyl) phenols in the Enantioselective Addition of Organozinc to ,-Unsaturated Carbonyl Compounds

Several enantiopure 1-(aminoalkyl)naphthols and a 2-(aminoalkyl)phenol were tested as ligands in the Nickel-catalyzed enantioselective addition of organozinc to chalcones.