2026-04-14T08:56:01Zhttps://recercat.cat/oai/request

oai:recercat.cat:2072/3263962024-12-20T18:46:35Zcom_2072_300912com_2072_4427col_2072_301309

00925njm 22002777a 4500 dc Echavarren, Antonio M. author Dorel, Ruth author 2015-06-10 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. http://hdl.handle.net/2072/326396 https://doi.org/10.1021/acs.joc.5b01106 Gold-Catalyzed Reactions via Cyclopropyl Gold Carbene-like Intermediates