Journal
TETRAHEDRON LETTERS
Volume 48, Issue 46, Pages 8220-8222Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.09.078
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A convenient approach has been developed for iodolactonisation using iodobenzene as catalyst. The active reagent was generated in situ with tetra-n-butylammonium iodide (TBAI) and hypervalent iodine reagent, diacetoxyiodobenzene (PIDA). PIDA, in turn, was generated in situ using a catalytic amount of iodobenzene with sodium perborate monohydrate as the stoichiometric oxidant. A variety of olefinic acids including delta-pentenoic acids, delta-pentynoic acids and delta-hexynoic acid gave high yields of lactones using this methodology. (C) 2007 Elsevier Ltd. All rights reserved.
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