Novel Binaphthalene-Amine Catalysts for the Asymmetric Epoxidation of Alkenes

Philip Bulman Page, Mohamed Farah, Benjamin Buckley, A. Blacker, Jérôme Lacour

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Abstract

We have prepared a range of binaphthalene-derived azepine derivatives containing alcohol functionality, and used them as catalysts in the asymmetric epoxidation of alkenes by Oxone, giving ee values of up to 81%. We have obtained evidence that points to the involvement of iminium ions in the reaction pathway, suggesting that the oxidizing species in the epoxidation reactions are in fact the corresponding oxaziridinium ions.
Original languageEnglish
Pages (from-to)1381-1385
Number of pages5
JournalSynlett
Volume2008
Issue number9
DOIs
Publication statusPublished - 2008

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