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

Authors

Farzad Zamani, University of WollongongFollow
Rasool Babaahmadi, Islamic Azad University, University of Tasmania
Brian F. Yates, University of Tasmania
Michael G. Gardiner, University of Tasmania
Alireza Ariafard, University of TasmaniaFollow
Stephen G. Pyne, University of WollongongFollow
Christopher J. T Hyland, University of WollongongFollow

RIS ID

132562

Publication Details

Zamani, F., Babaahmadi, R., Yates, B. F., Gardiner, M. G., Ariafard, A., Pyne, S. G. & Hyland, C. J. T. (2019). Dual Gold-Catalyzed Cycloaromatization of Unconjugated (E)‐Enediynes. Angewandte Chemie International Edition, 58 (7), 2114-2119.

Abstract

A synthesis of novel unconjugated (E)‐enediynes from allenyl amino alcohols is reported and their gold‐catalyzed cascade cycloaromatization to a broad range of enantioenriched substituted isoindolinones 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.

Grant Number

ARC/DP180101332