4.4 Article

An asymmetric iodolactonization reaction catalyzed by a zinc bis-proline-phenol complex

Journal

TETRAHEDRON LETTERS
Volume 55, Issue 2, Pages 419-422

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.11.028

Keywords

Asymmetric synthesis; lodolactonization; delta-lodolactones; Trost ligand; Zinc complex

Funding

  1. Norwegian University of Life Sciences (The Quota Scheme)

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The intramolecular zinc bis-proline-phenol complex 2a was found to promote enantioselective iodolactonization reactions of both electron-rich and electron-poor 5-aryl-5-hexenoic acids affording delta-iodolactones in good chemical yields with up to 82% enantiomeric excess. The reactions were found to be insensitive to air and moisture, providing an experimentally simple protocol for synthetically useful compounds. (C) 2013 Elsevier Ltd. All rights reserved.

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