Gold-Catalyzed Reactions via Cyclopropyl Gold Carbene-like Intermediates

• DOI: 10.1021/acs.joc.5b01106
• Publication Date: 2015-06-10T16:08:53Z
• Authors: Ruth Dorel; Antonio M. Echava...
• Keywords: Cyclopropane; Alkyne

Cycloisomerizations of 1,n-enynes catalyzed by gold(I) proceed via electrophilic species with a highly distorted cyclopropyl carbene-like structure, which can react different nucleophiles to form wide variety products attack at the cyclopropane or carbene carbons. Particularly important are reactions in reacts alkenes cyclopropanes either intra- intermolecularly. In absence nucleophiles, lead cycloisomerized including those resulting from skeletal rearrangements. Reactions proceeding through intermediates ideally suited for bioinspired synthesis terpenoid natural selective activation alkyne functionalized enynes polyenynes.