E. S. Levitina

Bio: E. S. Levitina is an academic researcher from Russian Academy of Sciences. The author has contributed to research in topics: Enantioselective synthesis & Catalysis. The author has an hindex of 3, co-authored 23 publications receiving 39 citations. Previous affiliations of E. S. Levitina include National Academy of Sciences of Ukraine.

Advances in Asymmetric Hydrogenation. Catalytic Synthesis of Optically Active Hydroxy- and Amino-acids

Abstract: In the present review an attempt is made to follow the general relations in the formation of optical isomers and to elucidate the optimum conditions for the reactions on the basis of an analysis of the available literature data on the catalytic synthesis of aminoacids with reference to data on the hydrogenation of C=C and C=O bonds in optically active compounds. The extremely interesting and promising field of asymmetric hydrogenation using dissymmetrical heterogeneous catalysts, which requires special treatment, has been dealt with in the review only in connection with the synthesis of aminoacids. The bibliography includes 87 references.

Asymmetric aminoacid synthesis by catalytic reduction of azlactones of substituted acylaminoacrylic acids Communication 17. Reaction of PdCl2 with S-(-)-α-phenylmethylamine under reducing conditions

Abstract: When PdCl2 is reduced by hydrogen in the presence of S-(-)-α-phenylethylamine in chloroform, zero-valent complexes of Pd with S-(-)-α-phenylethylamine are formed. These are enantioselective catalysts for the reductive aminolysis of the azlactones of dehydroacyl-aminoacids.

Asymmetric synthesis of amino acids by the catalytic reduction of azlactones of protected acylaminoacrylic acids

Abstract: 1. Reductive methanolysis of 2-methyl-4-benzylideneoxazol-5-one in the presence of S-αp-henylethylamine, comprising hydrogenation of the C=C double bond and fission of the oxazolone ring, proceeds without the formation of intermediate products in quantity. 2. Z- and E-methyl esters of benzoylaminocinnamic acids on hydrogenation in the presence of a chiral catalytic system based on PdCl2 and S-α-phenylethylamine give the methyl esters of S- and R-benzoylphenylalanine, respectively. 3. Hydrogenation of E- and Z-benzoylaminocinnamic acids gives S- and R-benzoylphenylalanine, respectively.

Asymmetric catalytic synthesis of lysine by hydrogenation of α-nitrocaprolactam

Abstract: The enantioselective hydrogenation ofα-nitrocaprolactam (I) is effected on a chiral Pd complex, obtainedin situ in the presence of S-α-phenylethylamine, to give S-α-aminocaprolactam (II), hydrolysis of which gives S-lysine. The optical yield varies from 1 to 13% according to the solvent and concentration of chiral ligand. On a Pd complex with S-N-isopropyl-α-phenylethylamine, enantioselective hydrogenation of (I) gives an excess of the S-enantiomer of (II) (2%). On a Pd complex with S-phenylalaninol, hydrogenation of (I) leads to the R configuration of (II) with EE 7.2%.