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Dual gold‐catalyzed cycloaromatization of unconjugated (E)‐enediynes

Citation

Zamani, F and Babaahmadi, R and Yates, BF and Gardiner, MG and Ariafard, A and Pyne, SG and Hyland, CJT, Dual gold‐catalyzed cycloaromatization of unconjugated (E)‐enediynes, Angewandte Chemie, 58, (7) pp. 2114 -2119. ISSN 0044-8249 (2019) [Refereed Article]

Copyright Statement

Copyright 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

DOI: doi:10.1002/anie.201810794

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.

Item Details

Item Type:Refereed Article
Keywords:density functional theory, activation energy, dual gold-catalysis, unconjugated (E)-enediynes
Research Division:Chemical Sciences
Research Group:Organic Chemistry
Research Field:Physical Organic Chemistry
Objective Division:Expanding Knowledge
Objective Group:Expanding Knowledge
Objective Field:Expanding Knowledge in the Chemical Sciences
UTAS Author:Babaahmadi, R (Mr Rasool Babaahmadi)
UTAS Author:Yates, BF (Professor Brian Yates)
UTAS Author:Gardiner, MG (Associate Professor Michael Gardiner)
UTAS Author:Ariafard, A (Associate Professor Alireza Ariafard)
ID Code:134450
Year Published:2019
Funding Support:Australian Research Council (DP180100904)
Web of Science® Times Cited:7
Deposited By:Chemistry
Deposited On:2019-08-13
Last Modified:2019-09-05
Downloads:0

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