Journal
TETRAHEDRON
Volume 66, Issue 31, Pages 5793-5800Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.05.004
Keywords
Hypervalent iodine; Diaryl-lambda(3)-iodanes; Asymmetric synthesis; Oxidation; Arylation reagents
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Funding
- Swedish Research Council
- Royal Swedish Academy of Sciences
- K & A Wallenberg Foundation
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The application of chiral hypervalent iodine reagents in asymmetric synthesis is highly desirable, as the reagents are metal-free, environmentally benign and employed under mild conditions. Three chiral diaryliodonium salts have been designed to provide chemoselectivity and asymmetric induction in asymmetric alpha-phenylation of carbonyl compounds. The synthetic routes to the selected targets are detailed herein, together with a structural investigation into the diastereoselectivity of the alkylation process. (C) 2010 Elsevier Ltd. All rights reserved.
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