4.4 Article

Gold-catalyzed intermolecular [4C+3C] cycloaddition reactions

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 17, Pages 2251-2253

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.02.099

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Funding

  1. National Institutes of Health [GM069441]

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In the presence of the N-heterocyclic carbene gold catalyst (NHC-AulPr, 7), propargyl esters 1a-f and 13 undergo a [4C+3C] cycloaddition reaction with cyclopentadiene and furan under mild conditions. The evidence suggests that the formation of the seven-membered ring occurs by a direct cycloaddition process, rather than a stepwise cyclopropanation/Cope rearrangement sequence. (C) 2010 Elsevier Ltd. All rights reserved.

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