Scalable Methodology for the Catalytic, Asymmetric α-Bromination of Acid Chlorides
| Autor: | Cajetan Dogo-Isonagie, Tefsit Bekele, Stefan France, Jamison Wolfer, Anthony Weatherwax, Andrew E. Taggi, Thomas Lectka |
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| Rok vydání: | 2006 |
| Předmět: |
Molecular Structure
biology Chemistry Organic Chemistry Enantioselective synthesis Cinchona Halogenation Esters Stereoisomerism General Medicine Optically active Bromine biology.organism_classification Combinatorial chemistry Catalysis chemistry.chemical_compound Acyl chloride Hydrocarbons Chlorinated Organic chemistry Proline Conjugate |
| Zdroj: | The Journal of Organic Chemistry. 71:8946-8949 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo061522l |
| Popis: | The optimization of a practical, catalytic, asymmetric process for the alpha-bromination of acid chlorides to produce synthetically versatile, optically active alpha-bromoesters is reported. A range of products is produced in high enantioselectivity and moderate to good chemical yields with retention of both upon scale-up. The reactions herein are catalyzed by cinchona alkaloid derivatives, with the best performance achieved by the use of a proline cinchona alkaloid conjugate designed in a de novo fashion. |
| Databáze: | OpenAIRE |
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