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Lookup NU author(s): Dr Julian Knight,
Dr Paul Stoker,
Dr Kirill Tchabanenko,
Dr Simon Harwood
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N-Tosyl-5,5-divinyloxazolidin-2-one undergoes a palladium-catalyzed decarboxylative cyclization across a range of electrophilic alkenes to give the corresponding pyrrolidine derivatives bearing two contiguous quaternary centres. Alkenes bearing two electron-withdrawing groups are required; pyrrolidines were not formed from mono-activated alkenes. Bulky, electron-rich phosphines promote pyrrolidine formation with less highly electrophilic, doubly activated alkenes, and a dramatic improvement is observed in the presence of iodide. © 2008 Elsevier Ltd. All rights reserved.
Author(s): Knight JG, Stoker PA, Tchabanenko K, Harwood SJ, Lawrie KWM
Publication type: Article
Publication status: Published
Print publication date: 21/04/2008
ISSN (print): 0040-4020
ISSN (electronic): 1464-5416
Publisher: Elsevier Ltd
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