Journal
TETRAHEDRON LETTERS
Volume 46, Issue 3, Pages 447-450Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.11.092
Keywords
alpha-hydroxylation; iodine; acyloins
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The alpha-hydroxylation of ketones and aldehydes to alpha-hydroxyketals mediated by iodine under basic conditions in MeOH is described. Enolates generated under the reaction conditions are iodinated and the resulting alpha-iodocarbonyl is transformed into the hydroxyketal. The use of iodine for this chemistry represents an economical and practical alternative to existing methods for this transformation. (C) 2004 Elsevier Ltd. All rights reserved.
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