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Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis

The gold(I)‐catalyzed oxidative cyclization of 7‐ethynyl‐1,3,5‐cycloheptatrienes gives 1‐substituted barbaralones in a general manner, which simplifies the access to other fluxional molecules. As an example, we report the shortest syntheses of bullvalene, phenylbullvalene, and disubstituted bullvale...

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Detalles Bibliográficos
Autores principales: Ferrer, Sofia, Echavarren, Antonio M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5132030/
https://www.ncbi.nlm.nih.gov/pubmed/27538835
http://dx.doi.org/10.1002/anie.201606101
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author Ferrer, Sofia
Echavarren, Antonio M.
author_facet Ferrer, Sofia
Echavarren, Antonio M.
author_sort Ferrer, Sofia
collection PubMed
description The gold(I)‐catalyzed oxidative cyclization of 7‐ethynyl‐1,3,5‐cycloheptatrienes gives 1‐substituted barbaralones in a general manner, which simplifies the access to other fluxional molecules. As an example, we report the shortest syntheses of bullvalene, phenylbullvalene, and disubstituted bullvalenes, and a readily accessible route to complex cage‐type structures by further gold(I)‐catalyzed reactions.
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spelling pubmed-51320302016-12-02 Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis Ferrer, Sofia Echavarren, Antonio M. Angew Chem Int Ed Engl Communications The gold(I)‐catalyzed oxidative cyclization of 7‐ethynyl‐1,3,5‐cycloheptatrienes gives 1‐substituted barbaralones in a general manner, which simplifies the access to other fluxional molecules. As an example, we report the shortest syntheses of bullvalene, phenylbullvalene, and disubstituted bullvalenes, and a readily accessible route to complex cage‐type structures by further gold(I)‐catalyzed reactions. John Wiley and Sons Inc. 2016-08-19 2016-09-05 /pmc/articles/PMC5132030/ /pubmed/27538835 http://dx.doi.org/10.1002/anie.201606101 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial (http://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Ferrer, Sofia
Echavarren, Antonio M.
Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis
title Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis
title_full Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis
title_fullStr Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis
title_full_unstemmed Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis
title_short Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis
title_sort synthesis of barbaralones and bullvalenes made easy by gold catalysis
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5132030/
https://www.ncbi.nlm.nih.gov/pubmed/27538835
http://dx.doi.org/10.1002/anie.201606101
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