Jump to main content
Jump to site search

Issue 32, 2011
Previous Article Next Article

Enantiospecific bromonium ion generation and intramolecular capture: a model system for asymmetric bromonium ion-induced polyene cyclisations

Author affiliations

Abstract

Scalemic bromonium ions generated enantiospecifically by the action of catalytic triflic acid on scalemic regioisomeric bromohydrin derivatives are trapped intramolecularly, enantiospecifically and regioselectively to give bicyclic brominated carbocycles in excellent yield and high enantiomeric excess. This enantiospecific pathway is not significantly perturbed by the addition of a trisubstituted alkene.

Graphical abstract: Enantiospecific bromonium ion generation and intramolecular capture: a model system for asymmetric bromonium ion-induced polyene cyclisations

Back to tab navigation

Supplementary files

Publication details

The article was received on 17 Jun 2011, accepted on 01 Jul 2011 and first published on 18 Jul 2011


Article type: Communication
DOI: 10.1039/C1CC13619D
Citation: Chem. Commun., 2011,47, 9051-9053
  •   Request permissions

    Enantiospecific bromonium ion generation and intramolecular capture: a model system for asymmetric bromonium ion-induced polyene cyclisations

    D. C. Braddock, J. S. Marklew and A. J. F. Thomas, Chem. Commun., 2011, 47, 9051
    DOI: 10.1039/C1CC13619D

Search articles by author

Spotlight

Advertisements