Dual Gold‐Catalyzed Cycloaromatization of Unconjugated (E)‐Enediynes. Issue 7 (17th January 2019)

• Record Type: Journal Article
• Authors: Zamani, Farzad; Babaahmadi, Rasool; Yates, Brian F.; Gardiner, Michael G.; Ariafard, Alireza; Pyne, Stephen G.; Hyland, Christopher J. T.
• Is Part Of: Angewandte Chemie international edition. Volume 58:Issue 7(2019)
• Page Start: 2114
• Page End: 2119
• Publication Date: 2019-01-17
• Subjects: cycloaromatization -- dual-gold catalysis -- enediynes -- isoindolinones; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201810794
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: A synthesis of unconjugated ( E )‐enediynes from allenyl amino alcohols is reported and their gold‐catalyzed cascade cycloaromatization to a broad range of enantioenriched substituted isoindolinones has been developed. Experimental and computational studies support the reaction proceeding via a dual‐gold σ, π‐activation mode, involving a key gold‐vinylidene‐ and allenyl‐gold‐containing intermediate. Abstract : Dual gold catalysis : A synthesis of unconjugated ( E )‐enediynes from allenyl amino alcohols is reported and their gold‐catalyzed cascade cycloaromatization to a broad range of enantioenriched substituted isoindolinones has been developed.