Asymmetric oxidation of 2-(arylsulfenyl)pyrroles
Autor: | Alison Thompson, H. Martin Gillis, José Ramon Garabatos-Perera |
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Rok vydání: | 2008 |
Předmět: | |
Zdroj: | Canadian Journal of Chemistry. 86:676-681 |
ISSN: | 1480-3291 0008-4042 |
DOI: | 10.1139/v08-054 |
Popis: | The asymmetric oxidation of prochiral 2-(arylsulfenyl)pyrroles has been investigated. A marked electronic effect within the substrate significantly influenced the degree of enantioselectivity obtained, with very high enantio selectivity being obtained for 5-(nitrobenzensulfenyl)pyrrole-2-carboxaldehydes using Ti(i-PrO)4/(+)-(R,R)-DET/H2O/CHP. This result bodes well for optimizing the asymmetric oxidation of other diaryl sulfides, substrates that have previously given only low enantiomeric excesses.Key words: asymmetric oxidation, sulfide, sulfoxide, pyrrole. |
Databáze: | OpenAIRE |
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