Asymmetric oxidation of 2-(arylsulfenyl)pyrroles

Autor: Alison Thompson, H. Martin Gillis, José Ramon Garabatos-Perera
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