Bodmann, Kerstin and Bug, Thorsten and Steinbeisser, Sabine and Kreuder, Reinhard and Reiser, Oliver (2006) Electrochemical oxidation of 2-substituted piperidines as a key step towards the synthesis of hydroxylated gamma-amino acids. TETRAHEDRON LETTERS, 47 (13). pp. 2061-2064. ISSN 0040-4039,
Full text not available from this repository. (Request a copy)Abstract
2-Substituted piperidines containing different oxygenated side chain functionalities were investigated in the electrochemical, anodic methoxylation. Surprisingly, the configuration of the side chain has a strong influence on the outcome of the electrochemical oxidation. Subsequent elimination of methanol from the oxidation products leads to N-protected eneamides, which upon ozonolysis can be converted to N,N-bisprotected gamma-amino aldehydes that are useful building blocks for further synthetic transformations. (c) 2006 Elsevier Ltd. All rights reserved.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | BETA-AMINOCYCLOPROPANECARBOXYLIC ACIDS; CHLORITE-HYDROGEN-PEROXIDE; ELECTRO-ORGANIC REACTIONS; ANODIC AMIDE OXIDATIONS; CARBOXYLIC-ACIDS; ACETIC-ACID; HYDROXYPIPERIDINE ALKALOIDS; BUILDING-BLOCK; FORMIC ACID; CHEMISTRY; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 17 Feb 2021 12:21 |
| Last Modified: | 17 Feb 2021 12:21 |
| URI: | https://pred.uni-regensburg.de/id/eprint/34775 |
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