Catalytic Enantioselective alpha-Oxysulfonylation of Ketones Mediated by Iodoarenes

Altermann, Sabine M., Richardson, Robert David, Page, Thomas Keri, Schmidt, Ruth Katharina, Holland, Edward James, Mohammed, Umal, Paradine, Shauna M., French, Andrew N., Richter, Christine, Bahar, A. Masir, Witulski, Bernhard and Wirth, Thomas 2008. Catalytic Enantioselective alpha-Oxysulfonylation of Ketones Mediated by Iodoarenes. European Journal of Organic Chemistry (31) , pp. 5315-5328. 10.1002/ejoc.200800741

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Abstract

The alpha-oxysulfonylation of ketones catalysed by enantioenriched iodoarenes using mCPBA as stoichiometric oxidant is reported to give useful synthetic intermediates in good yield and modest enantioselectivity. We believe this to be the first report of an enantioselective organocatalytic reaction involving hypervalent iodine reagents which should open up a new field for enantioselective organocatalysis of oxidation reactions.

Item Type:	Article
Status:	Published
Schools:	Chemistry
Subjects:	Q Science > QD Chemistry
Uncontrolled Keywords:	Hypervalent iodine reagents; Organocatalysis; Oxidation; Stereoselective synthesis
Publisher:	Wiley
ISSN:	1434-193X
Last Modified:	02 Jan 2018 21:19
URI:	http://orca-mwe.cf.ac.uk/id/eprint/5840

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