Enantioselective hydrogenation of β-aryl-β-ketoester over α-hydroxy acid-modified Raney nickel catalysts: competitive hydrogenation with methyl acetoacetate

2016 ◽  
Vol 27 (14-15) ◽  
pp. 657-662 ◽  
Author(s):  
Azka Azkiya Choliq ◽  
Junya Watanabe ◽  
Tomonori Misaki ◽  
Yasuaki Okamoto ◽  
Takashi Sugimura
Keyword(s):  
Raney Nickel ◽  
Hydroxy Acid ◽  
Enantioselective Hydrogenation ◽  
Nickel Catalysts ◽  
Methyl Acetoacetate ◽  
Competitive Hydrogenation

In situ Chiral Modification of Nickel Catalysts for Enantioselective Hydrogenation of Methyl Acetoacetate

2005 ◽  
Vol 70 (10) ◽  
pp. 1642-1652 ◽  
Author(s):  
Lukáš Bartek ◽  
Petr Klusoň ◽  
Libor Červený
Keyword(s):  
Raney Nickel ◽  
Asymmetric Hydrogenation ◽  
Enantioselective Hydrogenation ◽  
Nickel Catalysts ◽  
Methyl Acetoacetate ◽  
Repeated Use ◽  
Series Of Experiments ◽  
Chiral Modification ◽  
Characteristic Features

Chiral modifications of SiO2-supported and Raney nickel catalysts were studied. The catalysts were employed in asymmetric hydrogenation of methyl acetoacetate (MAA) to (R)- and (S)-enantiomers of methyl 3-hydroxybutanoate. The effects of modification parameters such as type and concentration of modifier; presence of a co-modifier and other additives, pH of modification solution on the enantioselectivity of MAA hydrogenation were discussed. Characteristic features of the in situ modification of Ni/SiO2 were also evaluated and the results obtained were compared with the conventional (premodification) approach. Parameters for the conventional and in situ methods were optimised in a series of experiments for both types of catalysts. The in situ modified Ni/SiO2 was found specifically suitable for repeated use due to virtually no decrease in selectivity and activity.

ChemInform Abstract: Enantioselective Hydrogenation of Ethyl Acetoacetate on Dissymmetric Raney-Nickel Catalysts.

ChemInform ◽  
1987 ◽  
Vol 18 (42) ◽  
Author(s):  
N. D. ZUBAREVA ◽  
V. V. CHERNYSHEVA ◽  
YU. A. GRIGOR'EV ◽  
E. I. KLABUNOVSKII
Keyword(s):  
Raney Nickel ◽  
Ethyl Acetoacetate ◽  
Enantioselective Hydrogenation ◽  
Nickel Catalysts
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