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Title

Novel Binaphthalene-Amine Catalysts for the Asymmetric Epoxidation of Alkenes

Authors
Bulman Page, Philip C.
Farah, Mohamed M.
Buckley, Benjamin R.
Blacker, A. John
Published in Synlett. 2008, vol. 2008, no. 9, p. 1381 - 1385
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.
Keywords AsymmetricOxoneEpoxidationAlkeneEpoxide
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BULMAN PAGE, Philip C. et al. Novel Binaphthalene-Amine Catalysts for the Asymmetric Epoxidation of Alkenes. In: Synlett, 2008, vol. 2008, n° 9, p. 1381 - 1385. https://archive-ouverte.unige.ch/unige:8458

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Deposited on : 2010-06-25

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