80540-56-3Relevant academic research and scientific papers
Enantioselective reduction of 3-aryl-2-oxo-propanoic acids: A comparison of enzymatic and transition-metal-catalyzed methods
Luettenberg, Sebastian,Ta, Tien Dat,Von Der Heyden, Jan,Scherkenbeck, Juergen
, p. 1824 - 1830 (2013/06/04)
Phenyllactic acids are important constituents of depsipeptides, which are a large class of natural products expressing a wide range of biological activities. Despite there being several methods for the enantioselective synthesis of α-hydroxy acids, almost no studies are available addressing the substrate selectivity of transition-metal and enzyme-catalyzed methods for the preparation of substituted phenyllactic or more general aryllactic acids. We report herein comparative results for Rh-DiPAMP (DiPAMP = 1,2-ethandiylbis[(o- methoxyphenyl)phenylphosphane]) and lactate dehydrogenase catalyzed enantioselective reductions of several 3-aryl-2-oxopropanoic acids. Phenyllactic acids are important constituents of depsipeptides, which are a large class of natural products expressing a wide range of biological activities. A comparative study of transition-metal and lactate dehydrogenase catalyzed enantioselective reductions of several 3-aryl-2-oxopropanoic acids as valuable sources for enantiomerically pure phenyllactic acids is described. Copyright
Molecular structure of methyl phenylpyruvates studied by 1H NMR and IR spectroscopies and quantum mechanical calculations
Lee,Takai,Senda,Kuwae,Hanai
, p. 69 - 75 (2007/10/03)
Molecular structure of methyl phenylpyruvate (MPP) and its p-substituted derivatives has been investigated by 1H NMR and IR spectroscopies. The spectral data point out that MPPs take the enol form both in solution and in the solid state. The ab initio calculations were carried out in order to get information on the configurational and conformational preferences in the enol form. It is suggested from the calculation that the inter- and intra-molecular hydrogen bondings between the enol OH group and the ester C = O group are important for stabilization of the conformer.
Chemocontrolled reduction of aromatic α-ketoesters by NaBH4: Selective synthesis of α-hydroxy esters or 1,2-diols
Dalla, Vincent,Cotelle, Philippe,Catteau, Jean Pierre
, p. 1577 - 1580 (2007/10/03)
α-Hydroxyesters 5a-g or diols 6a-g have been obtained in high yields by reduction of aromatic α-ketoesters 4 once or twice respectively by using NaBH4 as the reducer under suitable conditions. The use of a solvent that does not interact with the reagent allowed the double reduction to occur with only a slight excess of borohydride in very mild conditions.
