Brunner, Henri and Bugler, J. (1997) Enantioselective catalysis .106. 9-amino(9-deoxy)cinchona alkaloids and their derivatives. BULLETIN DES SOCIETES CHIMIQUES BELGES, 106 (2). pp. 77-84. ISSN 0037-9646
Full text not available from this repository.Abstract
The stereospecific formation of 9-amino(9-deoxy)cinchona alkaloids with the configuration of the corresponding natural products was achieved by a sequence of reactions, including a substitution with inversion of configuration. Thus, the corresponding epi-alkaloids were reacted with hydrazoic acid, triphenylphosphane and diisopropyl azodicarboxylate followed by an in situ reduction of the intermediary azides. The configurations of the products were established by CD- and H-1-NMR-spectroscopy. Several amide, imine and amine derivatives were prepared from these amino-substituted alkaloids. Their ability to induce enantiomeric excess in asymmetric syntheses was tested.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ASYMMETRIC DIHYDROXYLATION; INDUCTION; LIGANDS; OLEFINS |
| 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: | 17 May 2023 05:50 |
| Last Modified: | 17 May 2023 05:50 |
| URI: | https://pred.uni-regensburg.de/id/eprint/51048 |
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