From Roquefortine C to Roquefortine L: Formation of a Complex Nitrone with Simple Oxidizing Agents
| Autor: | Claire M. Gober, Madeleine M. Joullié |
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| Rok vydání: | 2016 |
| Předmět: |
Steric effects
chemistry.chemical_classification 010405 organic chemistry General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry Oxaziridine 0104 chemical sciences Nitrone Hydroxylation chemistry.chemical_compound chemistry Reagent Electrophile Oxidizing agent Organic chemistry Roquefortine C |
| Zdroj: | Israel Journal of Chemistry. 57:303-308 |
| ISSN: | 0021-2148 |
| DOI: | 10.1002/ijch.201600107 |
| Popis: | The oxidation of roquefortine C to the nitrone roquefortine L was investigated using a number of different electrophilic oxidizing reagents. mCPBA and Oxone were shown to be the most effective in achieving this transformation, while unfavorable steric interactions precluded oxidation by bulky reagents such as Davis oxaziridine. Finally, each of the oxidants was shown to promote aromatic hydroxylation following the synthesis of the nitrone functionality. |
| Databáze: | OpenAIRE |
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