Brunner, Henri and Kimel, B. (1996) Asymmetric catalysis .103. Enantioselective Michael addition of 1,3-dicarbonyl compounds to conjugated nitroalkenes. MONATSHEFTE FUR CHEMIE, 127 (10). pp. 1063-1072. ISSN 0026-9247, 1434-4475
Full text not available from this repository.Abstract
Optically active Michael adducts were synthesized by addition of 1,3-dicarbonyl compounds to conjugated nitroalkenes. Good chemical yields were obtained for nitroalkenes stabilized by an aromatic substituent without any further substituents at the double bond. Acetylacetone and methyl-2,3-dihydro-1-oxo-1H-indene-2-carboxylate were used as Michael donors and four cinchona alkaloids as chiral base catalysts. Enantiomeric excess determinations were performed by H-1 NMR spectroscopy in the presence of the Pirkle alcohol and by HPLC on chiral stationary phases. A correlation between the relative configuration of the prevailing Isomer of the Michael adduct and the catalysts was established.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | HETEROCYCLES; COMPLEXES; enantioselective catalysis; enantioselective Michael addition; nitroalkenes; chiral HPLC |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Anorganische Chemie > Alumni or Retired Professors > Prof. Dr. Henri Brunner |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 22 Jun 2023 09:54 |
| Last Modified: | 22 Jun 2023 09:54 |
| URI: | https://pred.uni-regensburg.de/id/eprint/51449 |
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