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. 2013 Nov;25(11):692-700.
doi: 10.1002/chir.22194. Epub 2013 Jul 26.

An enantiospecific polyene cyclization initiated by an enantiomerically pure bromonium ion

D Christopher Braddock  1 , Jared S Marklew, Kevin M Foote, Andrew J P White
Affiliations

An enantiospecific polyene cyclization initiated by an enantiomerically pure bromonium ion

D Christopher Braddock et al. Chirality. 2013 Nov.

Erratum in

  • Chirality. 2014 Jul;26(7):i-ii

Abstract

Dimethylaluminum triflate-mediated activation of tetrafluorobenzoates of enantiomerically pure bromohydrins results in enantiospecific polyene cyclizations. The initiation of cyclization by enantiomerically pure bromonium ions and subsequent propagation is not subject to catastrophic erosion of enantiomeric purity by any intramolecular or intermolecular bromonium ion-to-alkene transfer.

Keywords: bromonium ion; enantiospecific; polyene cyclization.

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