4.4 Article

Effect of ether versus ester tethering on Heck cyclizations

Journal

TETRAHEDRON LETTERS
Volume 46, Issue 42, Pages 7213-7215

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.08.072

Keywords

Heck cyclization; tethered cyclization; ester rotation barrier

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Ether tethers allow Heck cyclizations to proceed in high yields. Ester tethers lead to low yields. Styrene trapping experiments indicate that ester reactions form viable organopalladium intermediates that cannot cyclize efficiently. (c) 2005 Elsevier Ltd. All rights reserved.

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