Chemistry Letters · 1980 · 26 citations · 2 references
Natural SciencesChemical EngineeringChemistryCatalysisGreen ChemistryOrganometallic ChemistryCatalyst PreparationCatalyst SynthesisCatalytic Reaction EngineeringHeterocyclic ChemistrySupported CatalystsEnantioselective Catalyst DesignEnantioselective OxidationEnantioselective SynthesisHydrogenationNickel CatalysisNickel Catalysts
Abstract The enantioface-differentiating hydrogenation of methyl 3-oxotetradecanoate over (R,R)-tartaric acid-NaBr-modified nickel gave methyl (R)-3-hydroxytetradecanoate(III) in 85% e.e.. After HI was converted to dicyclohexylammonium salt of 3-hydroxytetradecanoic acid (I), the salt was recrystallized three times from acetonitrile and was then treated with acid to give optically pure (R)-I in a good yield.
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Miyoshi Ikawa, J. B. Koepfli, S. G. Mudd et al. · Journal of the American Chemical Society · 1953 · 70 citations