Stereoselective ketone rearrangements with hypervalent iodine reagents

Malmedy, Florence and Wirth, Thomas ORCID: https://orcid.org/0000-0002-8990-0667 2016. Stereoselective ketone rearrangements with hypervalent iodine reagents. Chemistry - a European Journal 22 (45) 10.1002/chem.201603022

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Abstract

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:	27 Nov 2024 20:30
URI:	https://orca.cardiff.ac.uk/id/eprint/94392

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