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Title: | Towards heterogeneous organocatalysis: chiral iminium cations supported on porous materials for enantioselective alkene epoxidation |
Authors: | Page, Philip C. Bulman Mace, Andrew Arquier, Damien Bethell, Donald Buckley, Benjamin R. Willock, David J. Hutchings, Graham J. |
Issue Date: | 2013 |
Publisher: | © Royal Society of Chemistry |
Citation: | PAGE, P.C.B. ... et al, 2013. Towards heterogeneous organocatalysis: chiral iminium cations supported on porous materials for enantioselective alkene epoxidation. Catalysis Science and Technology, 3 (9), pp. 2330 - 2339 |
Abstract: | Enantiomerically pure iminium cations have been supported on a microporous support (zeolite Y) and on a mesoporous support (Al-MCM-41). These materials are effective asymmetric catalysts for the epoxidation of a range of aryl alkenes, giving high conversions quickly and with enantioselectivities similar to or in some cases even higher than are achievable using the corresponding iminium tetraphenylborates under homogeneous conditions. The catalysts can be simply recycled by filtration and washing. The methodology is illustrated in the synthesis of two natural products, (−)-(3′S)-lomatin and (+)-(3′S,4′R)-trans-khellactone, showing the general efficacy of our approach. |
Description: | This article is closed access, it was published in the journal Catalysis Science and Technology [© Royal Society of Chemistry]. The definitive version is available at: http://dx.doi.org/10.1039/c3cy00352c |
Version: | Published |
DOI: | 10.1039/c3cy00352c |
URI: | https://dspace.lboro.ac.uk/2134/13965 |
Publisher Link: | http://dx.doi.org/10.1039/c3cy00352c |
ISSN: | 2044-4753 |
Appears in Collections: | Closed Access (Chemistry)
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