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

Zamani, F, Babaahmadi, R, Yates, BF ORCID: 0000-0001-9663-3301, Gardiner, MG ORCID: 0000-0001-6373-4253, Ariafard, A ORCID: 0000-0003-2383-6380, Pyne, SG and Hyland, CJT 2019 , 'Dual gold‐catalyzed cycloaromatization of unconjugated (E)‐enediynes' , Angewandte Chemie, vol. 58, no. 7 , 2114 –2119 , doi: 10.1002/anie.201810794.

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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 Type: Article
Authors/Creators:Zamani, F and Babaahmadi, R and Yates, BF and Gardiner, MG and Ariafard, A and Pyne, SG and Hyland, CJT
Keywords: density functional theory, activation energy, dual gold-catalysis, unconjugated (E)-enediynes
Journal or Publication Title: Angewandte Chemie
Publisher: Wiley
ISSN: 0044-8249
DOI / ID Number: 10.1002/anie.201810794
Copyright Information:

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

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