74492-08-3

Upstream product

• 2202-63-3 ((R)-2-Chloro-1-phenyl-ethyl)-dimethyl-amine; hydrochloride 
• 829-85-6 diphenylphosphane 
• 29810-09-1 (R)-2-(dimethylamino)-2-phenylacetic acid 
• 2202-65-5 (R)-2-(dimethylamino)-2-phenylethanol 

Relevant academic research and scientific papers

Chiral (β-Aminoalkyl)phosphines. Highly Efficient Phosphine Ligands for Catalytic Asymmetric Grignard Cross-Coupling

New chiral (β-aminoalkyl)phosphines, RCH(NMe2)CH2PPh2 , were prepared by starting with optically active amino acids.The phosphines were used as ligands for nickel-catalyzed asymmetric cross-coupling of 1-arylethyl Grignard reagents (ArMeCHMgCl) with vinyl bromide.Coupling products of over 70percent enantiomeric excess (ee) were obtained in the reaction with the ligand Phephos, Valphos, Ilephos, PhGlyphos, ChGlyphos, or t-Leuphos.A mechanism involving complexation of the magnesium atom in the Grignard reagent with the amino group on the (β-aminoalkyl)phosphine ligand is proposed to account for the high stereoselectivity.The asymmetric cross-coupling was applied to the synthesis of optically active 2-arylpropionic acids.

Chiral β-dimethylaminoalkylphosphines. Highly efficient ligands for a nickel complex catalyzed asymmetric grignard cross-coupling reaction

Chiral β-dimethylaminoalkylphosphines were prepared starting with amino acids, (S)-alanine, (S)-phenylalanine, (R)-phenylglycine, (S)-valine, and (R)-tert-leucine. The chiral phosphines were found to be highly efficient ligands for a nickel catalyzed asymmetric Grignard cross-coupling reaction (38～94% optical yield).