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2018-06-15T11:36:18Z urn:hdl:2072/326396 Gold-Catalyzed Reactions via Cyclopropyl Gold Carbene-like Intermediates Echavarren, Antonio M. Dorel, Ruth Cycloisomerizations of 1,n-enynes catalyzed by gold(I) proceed via electrophilic species with a highly distorted cyclopropyl gold(I) carbene-like structure, which can react with different nucleophiles to form a wide variety of products by attack at the cyclopropane or the carbene carbons. Particularly important are reactions in which the gold(I) carbene reacts with alkenes to form cyclopropanes either intra- or intermolecularly. In the absence of nucleophiles, 1,n-enynes lead to a variety of cycloisomerized products including those resulting from skeletal rearrangements. Reactions proceeding through cyclopropyl gold(I) carbene-like intermediates are ideally suited for the bioinspired synthesis of terpenoid natural products by the selective activation of the alkyne in highly functionalized enynes or polyenynes. 2018-06-15T11:36:18Z 2024-04-23T10:20:29Z 2018-06-15T11:36:18Z 2024-04-23T10:20:29Z 2015 2015-06-10 info:eu-repo/semantics/article info:eu-repo/semantics/draft http://hdl.handle.net/2072/326396 https://doi.org/10.1021/acs.joc.5b01106 eng 321066 info:eu-repo/semantics/openAccess L'accés als continguts d'aquest document queda condicionat a l'acceptació de les condicions d'ús establertes per la següent llicència Creative Commons: http://creativecommons.org/licenses/by-nc-nd/4.0/ J. Org. Chem. RECERCAT (Dipòsit de la Recerca de Catalunya)