Gold(I)-Catalyzed Intramolecular Cyclopropanation of Dienynes

Nieto-Oberhuber, Cristina and López, Salomé and Munoz-Herranz, Maria and Jiménez-Núñez, Eloísa and Buñuel, Elena and Cárdenas, Diego J. and Echavarren, Antonio M. (2006) Gold(I)-Catalyzed Intramolecular Cyclopropanation of Dienynes. Chemistry - A European Journal, 12 (6). pp. 1694-1702. 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:
Journal Article
Journal or Publication Title:
Chemistry - A European Journal
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600
Subjects:
?? YES - EXTERNALLY FUNDEDCHEMISTRY(ALL) ??
ID Code:
185736
Deposited By:
Deposited On:
03 Feb 2023 15:20
Refereed?:
Yes
Published?:
Published
Last Modified:
17 Sep 2023 03:23