4.4 Article

Gallium iodide/iodine as a versatile reagent for the aza-Prins cyclization: an expeditious synthesis of 4-iodopiperidines

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 20, Pages 3330-3334

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.03.006

Keywords

aza-prins-cyclization; molecular iodine; homoallylic arnines; 4-iodopiperidine

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4-Iodopiperidines are prepared in good yields and with high selectivity by means of aza-Prins-cyclization using a catalytic amount of gailium(III) iodide and a stoichiometric amount of iodine under mild reaction conditions. This is the first report on the preparation of 4-iodopiperidines via aza-Prins-cyclization. (c) 2008 Elsevier Ltd. All rights reserved.

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