Total synthesis of (R)-lipoic acid and (S)-lipoic acid via an Mn (III)-salen-catalyzed oxidative kinetic resolution
| Autor: | Kailash P. Pawar, Niteen B. Patil, Uttam R. Kalkote, Abhijeet N. Purude, Subhash P. Chavan |
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| Rok vydání: | 2015 |
| Předmět: |
Resolution (mass spectrometry)
Chemistry Stereochemistry Organic Chemistry Enantioselective synthesis Total synthesis Oxidative phosphorylation Medicinal chemistry Catalysis Kinetic resolution Inorganic Chemistry chemistry.chemical_compound Lipoic acid Propane lipids (amino acids peptides and proteins) Physical and Theoretical Chemistry |
| Zdroj: | Tetrahedron: Asymmetry. 26:281-287 |
| ISSN: | 0957-4166 |
| DOI: | 10.1016/j.tetasy.2015.02.001 |
| Popis: | The asymmetric synthesis of both the antipodes of α-lipoic acid is described. The total synthesis of racemic and asymmetric lipoic acid is achieved from propane 1,3-diol. This work reports the use of Mn (III)-salen-catalyzed oxidative kinetic resolution as the key step to obtain enantiomerically pure ( R )- and ( S )-lipoic acid. The undesired product formed during the resolution can be recycled to achieve the desired isomer. |
| Databáze: | OpenAIRE |
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