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Stereoselective ketone rearrangements with hypervalent iodine reagents

Malmedy, Florence and Wirth, Thomas 2016. Stereoselective ketone rearrangements with hypervalent iodine reagents. Chemistry - a European Journal 22 (45) 10.1002/chem.201603022

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The first stereoselective version of an iodine(III)-mediated rearrangement of arylketones in the presence of orthoesters is described. The reaction products, α-arylated esters, are very useful intermediates in the synthesis of bioactive compounds such as ibuprofen. With chiral lactic acid-based iodine(III) reagents product selectivities of up to 73 % ee have been achieved.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: WileyBlackwell
ISSN: 0947-6539
Date of First Compliant Deposit: 9 September 2016
Date of Acceptance: 26 July 2016
Last Modified: 12 Oct 2017 03:37

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