Dual Gold-Catalyzed Cycloaromatization of Unconjugated (E)-Enediynes

Angew Chem Int Ed Engl. 2019 Feb 11;58(7):2114-2119. doi: 10.1002/anie.201810794. Epub 2019 Jan 17.

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.

Keywords: cycloaromatization; dual-gold catalysis; enediynes; isoindolinones.

Publication types

  • Research Support, Non-U.S. Gov't