Gold(I)-Catalyzed Cyclizations of 1,6-Enynes: Alkoxycyclizations andexo/endo Skeletal Rearrangements

Nieto-Oberhuber, Cristina, Munoz-Herranz, Maria, López, Salomé, Jiménez-Núñez, Eloísa, Nevado, Cristina, Herrero-Gómez, Elena, Raducan, Mihai and Echavarren, Antonio M. (2006) Gold(I)-Catalyzed Cyclizations of 1,6-Enynes: Alkoxycyclizations andexo/endo Skeletal Rearrangements. Chemistry - A European Journal, 12 (6). pp. 1677-1693. ISSN 0947-6539

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Abstract

Gold(I) complexes are the most active catalysts for the biscyclopropanation of dienynes to form tetracyclic compounds. PtII and ZnII are also able to promote the biscyclopropanation, although less efficiently. The configurations obtained in all cases with the use of gold(I) catalysts can be explained by the pathway proceeding through anti cyclopropyl gold carbenes. Similar intermediates are most probably involved in reactions catalyzed by RuII and PtII. Two different cyclopropanation pathways have been found; they depend on the structures of the cyclopropyl gold carbenes (anti or syn) and the relative arrangements of the metal carbenes and the alkenes.

Item Type: Article
Faculty \ School: Faculty of Science > School of Chemistry
University of East Anglia > Faculty of Science > Research Groups > Synthetic Chemistry
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Depositing User: Rachel Smith
Date Deposited: 14 Feb 2012 16:19
Last Modified: 25 Jul 2018 06:15
URI: https://ueaeprints.uea.ac.uk/id/eprint/37111
DOI: 10.1002/chem.200501088

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