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Synthesis 2010(6): 1023-1029  
DOI: 10.1055/s-0029-1218640
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of New Enantiomerically Pure Organoiodine Catalysts and Their Application in the α-Functionalization of Ketones

Umar Farooqa,b, Sascha Schäfera, Azhar-ul-Haq Ali Shaha,c, Diana Maria Freudendahla, Thomas Wirth*a
a Cardiff University, School of Chemistry, Main Building, Park Place, Cardiff CF10 3AT, UK
Fax: +44(29)20876968; e-Mail: wirth@cf.ac.uk;
b COMSATS Institute of Information Technology, Abbottabad, Pakistan
c Kohat University of Science and Technology, Kohat, Pakistan
Further Information

Publication History

Received 29 September 2009
Publication Date:
08 January 2010 (online)

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Abstract

The synthesis of enantiomerically pure iodoarenes and their application to the α-oxysulfonylation of propiophenone, and the lactonization of 5-oxo-5-phenylpentanoic acid using MCPBA as stoichiometric oxidant are reported to give useful synthetic intermediates in good yields and moderate enantioselectivities.

Key words

hypervalent iodine reagents - organocatalysis - oxidation - stereoselective synthesis

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