Journal
CHIRALITY
Volume 25, Issue 11, Pages 692-700Publisher
WILEY-BLACKWELL
DOI: 10.1002/chir.22194
Keywords
bromonium ion; polyene cyclization; enantiospecific
Funding
- EPSRC [EP/E058272/1]
- Arrow Therapeutics
- AstraZeneca
- EPSRC [EP/K039946/1, EP/E058272/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/K039946/1, EP/E058272/1] Funding Source: researchfish
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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. Chirality 25:692-700, 2013. (c) 2013 Wiley Periodicals, Inc.
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