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Collect. Czech. Chem. Commun. 2005, 70, 1397-1410
https://doi.org/10.1135/cccc20051397

Asymmetric Synthesis of (S)-2-Amino-3-(1-naphthyl)propanoic Acid via Chiral Nickel Complex. Crystal Structure, Circular Dichroism, 1H and 13C NMR Spectra of the Complex

Alexander Popkova,*, Ivana Císařováb, Jana Sopkovác, Josef Jirmand, Antonín Lyčkae and Konstantin A. Kochetkovf,*

a Faculty of Health and Social Studies, University of South Bohemia, 370 01 České Budějovice, Czech Republic
b Department of Inorganic Chemistry, Faculty of Natural Sciences, Charles University, Hlavova 2030, 128 40 Prague 2, Czech Republic
c UFR des Sciences Pharmaceutiques, 5 rue Vaubénard, 14032 Caen, France
d Research Institute for Pharmacy and Biochemistry, U Kabelovny 130, 102 37 Prague 10, Czech Republic
e Research Institute for Organic Syntheses, Rybitví 296, 532 18 Pardubice 20, Czech Republic
f A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov Street 28, 117813 Moscow, Russia

Crossref Cited-by Linking

  • Popkov Alexander, Itsenko Oleksiy: An asymmetric approach to the synthesis of a carbon-11 labelled gliotransmitter d-serine. J Radioanal Nucl Chem 2015, 304, 455. <https://doi.org/10.1007/s10967-014-3670-4>
  • Magdesieva Tatiana V., Levitskiy Oleg A., Grishin Yuri K., Ambartsumyan Asmik A., Paseshnichenko Ksenia A., Kolotyrkina Natalia G., Kochetkov Konstantin A.: Chiral Nickel(II) Binuclear Complexes: Targeted Diastereoselective Electrosynthesis. Organometallics 2014, 33, 4639. <https://doi.org/10.1021/om500034x>
  • Popkov Alexander, De Spiegeleer Bart: Chiral nickel(ii) complexes in the preparation of 11C- and 18F-labelled enantiomerically pure α-amino acids. Dalton Trans. 2012, 41, 1430. <https://doi.org/10.1039/C1DT11675D>
  • Padělková Zdeňka, Popkov Alexander, Nádvorník Milan: [2-((R)-{2-[(S)-1-Benzylpyrrolidin-2-ylcarbonylazanidyl]phenyl}(phenyl)methylideneamino)-4-hydroxybutanoato-κ4 N,N′,N′′,O 1]nickel(II) toluene disolvate. Acta Crystallogr Sect E Struct Rep 2011, 67, m1258. <https://doi.org/10.1107/S1600536811031059>
  • Nádvorník Milan, Langer Vratislav, Jirásko Robert, Holčapek Michal, Weidlich Tomáš, Lyčka Antonín, Popkov Alexander: Syntheses, X-ray, MS , NMR and CD structure determination of nickel(II) complexes of Schiff bases of (S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide and aromatic α-amino acids. Polyhedron 2008, 27, 3477. <https://doi.org/10.1016/j.poly.2008.08.009>
  • Popkov Alexander, Nádvorník Milan, Kožíšek Jozef: {2-[(S)-({2-[(S)-1-Benzylpyrrolidine-2-carboxamido]phenyl}(phenyl)methylene)amino]-4-hydroxybutanoato-κ4N,N′,N′′,O}nickel(II). Acta Crystallogr E Struct Rep Online 2008, 64, m364. <https://doi.org/10.1107/S1600536808000949>
  • Popkov Alexander, Nádvorník Milan, Kružberská Pavla, Lyčka Antonín, Lehel Szabolcs, Gillings Nicholas: Towards stereoselective radiosynthesis of α‐[11C]methyl‐substituted aromatic α‐amino acids – a challenge of creation of quaternary asymmetric centre in a very short time. Labelled Comp Radiopharmac 2007, 50, 370. <https://doi.org/10.1002/jlcr.1268>
  • Langer Vratislav, Popkov Alexander, Nádvorník Milan, Lyčka Antonín: Two new Ni(II) Schiff base complexes: X-ray absolute structure determination, synthesis of a 15N-labelled complex and full assignment of its 1H NMR and 13C NMR spectra. J Polyhedron 2007, 26, 911. <https://doi.org/10.1016/j.poly.2006.09.103>
  • Popkov Alexander, Cisarova Ivana, Sopkova Jana, Jirman Josef, Lycka Antonin, Kochetkov Konstantin A.: Asymmetric Synthesis of (S)‐2‐Amino‐3‐(1‐naphthyl)propanoic Acid via Chiral Nickel Complex. Crystal Structure, Circular Dichroism, 1H and 13C NMR Spectra of the Complex. ChemInform 2006, 37. <https://doi.org/10.1002/chin.200612195>
  • Řehulka Pavel, Popkov Alexander, Nádvorník Milan, Planeta Josef, Mazanec Karel, Chmelík Josef: Off‐line combination of reversed‐phase liquid chromatography and laser desorption/ionization time‐of‐flight mass spectrometry with seamless post‐source decay fragment ion analysis for characterization of square‐planar nickel(II) complexes. J. Mass Spectrom. 2006, 41, 448. <https://doi.org/10.1002/jms.1000>