Asymmetric oxidation of 2-(arylsulfenyl)pyrroles-Reference-Cited by-同舟云学术

Asymmetric oxidation of 2-(arylsulfenyl)pyrroles

Published:2008-07-01 Issue:7 Volume:86 Page:676-681
ISSN:0008-4042
Container-title:Canadian Journal of Chemistry
language:en
Short-container-title:Can. J. Chem.

Author:

Thompson Alison,Garabatos-Perera Jose R,Gillis H Martin

Abstract

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.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Link

http://www.nrcresearchpress.com/doi/pdf/10.1139/v08-054

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