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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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