An Enantiospecific Polyene Cyclization Initiated by an Enantiomerically Pure Bromonium Ion. Issue 11 (26th July 2013)

• Record Type: Journal Article
• Authors: Braddock, D. Christopher; Marklew, Jared S.; Foote, Kevin M.; White, Andrew J. P.
• Is Part Of: Chirality. Volume 25:Issue 11(2013:Nov.)
• Page Start: 692
• Page End: 700
• Publication Date: 2013-07-26
• Subjects: Chirality -- Periodicals; Pharmaceutical chemistry -- Periodicals; 541.22
• DOI: 10.1002/chir.22194
• Languages: English
• ISSNs: 0899-0042

Abstract

<abstract abstract-type="main"> <title>ABSTRACT</title> <p>Dimethylaluminum triflate‐mediated activation of tetrafluorobenzoates of enantiomerically pure bromohydrins results in enantiospecific polyene <named-content id="d263e1050" content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">cyclizations</named-content>. The initiation of <named-content id="d263e1053" content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">cyclization</named-content> by enantiomerically pure bromonium ions and subsequent propagation is not subject to catastrophic erosion of enantiomeric purity by any <named-content id="d263e1056" content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">intramolecular</named-content> or <named-content id="d263e1059" content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">intermolecular</named-content> bromonium ion‐to‐alkene transfer. Chirality 25:692–700, 2013. © 2013 Wiley Periodicals, Inc.</p> </abstract>