Enantioface-differentiating (Asymmetric) Hydrogenation of Keto Ester with Modified Nickel Catalyst. XXXII. Structural Requirements of Modifying Reagent and Substrate
- 1 September 1979
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 52 (9) , 2670-2673
- https://doi.org/10.1246/bcsj.52.2670
Abstract
The enantioface-differentiating hydrogenation of α-, β-, γ-, and δ-keto esters over α-, β-, and γ-amino acid–MRNi has been conducted. The optimum enantio-differentiating power of α-amino acid-MRNi has been found in the hydrogenation of the β-keto ester and that of β-amino acid-MRNi found in the hydrogenation of the γ-keto ester. The results have been explained in terms of the intermolecular recognition between substrate and modifying reagent through the functional groups.Keywords
This publication has 8 references indexed in Scilit:
- Stereochemical Studies of the Hydrogenation with Asymmetrically Modified Nickel Catalysts; The Hydrogenation of Methyl 2-Alkyl-3-oxobutyrateBulletin of the Chemical Society of Japan, 1979
- Enantioface-Differentiating (Asymmetric) Hydrogenation of β-Ketoester with Modified Raney Nickel Catalyst (MRNi). XXXI. A Comparative Study of Reaction Rates and Optical YieldsBulletin of the Chemical Society of Japan, 1978
- Methods of Asymmetric Synthesis—Enantioselective Catalytic HydrogenationAngewandte Chemie International Edition in English, 1971
- Asymmetric Hydrogenation of C=O Double Bond with Modified Raney Nickel. XIBulletin of the Chemical Society of Japan, 1969
- Studies on Sesquiterpenoids. II. Absolute Configuration of Guaiol. (2). Absolute Configuration of the Methyl Group at C-10 in Guaiol, and of Nepetalinic Acids and Iridolactones.CHEMICAL & PHARMACEUTICAL BULLETIN, 1961
- The Absolute Configuration of the C1 Atom in Retronecanone (1-Methyl-7-oxopyrrolizidine)Journal of the American Chemical Society, 1959
- Alkylation with Non-ketonic Mannich Bases. Aminothiazoles and PyrroleJournal of the American Chemical Society, 1948
- Darstellung einiger Aminosäuren aus den Phenylhydrazonen der Ketosäuren mit Aluminiumamalgam und Bereitung der optisch aktiven γ‐AminovaleriansäureEuropean Journal of Organic Chemistry, 1911