79402-93-0Relevant academic research and scientific papers
New functional chiral P-based ligands and application in ruthenium-catalyzed enantioselective transfer hydrogenation of ketones
Meri?, Nermin,Kayan, Cezmi,Gürbüz, Nevin,Karakaplan, Mehmet,Binbay, Nil Ertekin,Aydemir, Murat
, p. 1739 - 1749 (2017/10/26)
Metal-catalyzed asymmetric transfer hydrogenation is a powerful and practical method for the reduction of ketones to produce the corresponding secondary alcohols, which are valuable building blocks in the pharmaceutical, perfume, and agrochemical industries. Hence, a series of novel chiral β-amino alcohols were synthesized by chiral amines with regioselective ring opening of (S)-propylene oxide or reaction with (S)-(+)-2-hydroxypropyl p-toluenesulfonate by a straightforward method. The chiral ruthenium catalytic systems generated from [Ru(arene)(μ-Cl)Cl]2 complexes and chiral phosphinite ligands based on amino alcohol derivatives were employed in asymmetric transfer hydrogenation of ketones to give the corresponding optically active alcohols; (2S)-1-{[(2S)-2-[(diphenylphosphanyl)oxy]propyl][(1R)-1-phenylethyl]amino}propan-2-yldiphenylphosphinitobis[dichol-oro(η6-benzene)ruthenium(II)] acts an excellent catalyst in the reduction of α-naphthyl methyl ketone, giving the corresponding alcohol with up to 99% ee. The substituents on the backbone of the ligands were found to have a remarkable effect on both the conversion and enantioselectivity of the catalysts. Furthermore, this transfer hydrogenation is characterized by low reversibility under these conditions.
ASYMMETRIC REDUCTION OF KETONES USING LiAlH4 MODIFIED WITH CHIRAL 1,2-AMINODIOLS
Morrison, James D.,Grandbois, Edward R.,Howard, Sachiko I.,Weisman, Gary R.
, p. 2619 - 2622 (2007/10/02)
Four chiral aminodiols from ring opening of (S)-propylene oxide and ethylene oxide with n-butylamine and (R) or (S)-α-methylbenzylamine were used to modify LiAlH4.Asymmetric reduction of acetophenone and propiophenone gave the highest percent enantiomeric
