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
| Autor: | Antonin Lycka, Josef Jirman, Alexander Popkov, K. A. Kochetkov, Ivana Cisarova, Jana Sopkova |
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| Rok vydání: | 2005 |
| Předmět: |
chemistry.chemical_classification
Circular dichroism Chiral auxiliary Stereochemistry Synthon Enantioselective synthesis chemistry.chemical_element General Medicine Crystal structure General Chemistry Nuclear magnetic resonance spectroscopy Carbon-13 NMR Spectral line Amino acid Nickel Crystallography chemistry.chemical_compound Propanoic acid chemistry |
| Zdroj: | Collection of Czechoslovak Chemical Communications. 70:1397-1410 |
| ISSN: | 1212-6950 0010-0765 |
| DOI: | 10.1135/cccc20051397 |
| Popis: | The recently published environmentally friendly preparation of a glycine synthon 2 from regeneratable chiral auxiliary BPB ((S)-N-(2-benzoylphenyl)-N'-benzylprolinamide) was used for preparative asymmetric synthesis of the non-coded amino acid 3-(1-naphthyl)alanine (1). Full assignment of 1H and 13C NMR of both intermediate complex 3 and 1 and X-ray structure determination of complex 3 were made. Cotton effects observed in circular dichroism spectrum of complex 3 are consistent with published empirical rules. |
| Databáze: | OpenAIRE |
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