Gold(I)-catalyzed cycloisomerization of 3-alkoxyl-1,6-diynes: a facile access to bicyclo[2.2.1]hept-5-en-2-ones

A novel gold-catalyzed cycloisomerization of 1,6-diynes was achieved, providing an atom-economic approach to a diverse set of bicyclo[2.2.1]hept-5-en-2-ones in moderate to good yields. With unsymmetrical starting materials with two different internal alkynyl substituents, to some extent, the regiose...

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Hauptverfasser: Hu, Chao (VerfasserIn) , Wang, Tao (VerfasserIn) , Rudolph, Matthias (VerfasserIn) , Oeser, Thomas (VerfasserIn) , Asiri, Abdullah M. (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 23 January 2020
In: Angewandte Chemie. International edition
Year: 2020, Jahrgang: 59, Heft: 22, Pages: 8522-8526
ISSN:1521-3773
DOI:10.1002/anie.201914284
Online-Zugang:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/anie.201914284
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201914284
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Verfasserangaben:Chao Hu, Tao Wang, Matthias Rudolph, Thomas Oeser, Abdullah M. Asiri, A. Stephen K. Hashmi
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Zusammenfassung:A novel gold-catalyzed cycloisomerization of 1,6-diynes was achieved, providing an atom-economic approach to a diverse set of bicyclo[2.2.1]hept-5-en-2-ones in moderate to good yields. With unsymmetrical starting materials with two different internal alkynyl substituents, to some extent, the regioselectivity could be controlled by both electronic and steric factors. This unprecedented reactivity pattern may inspire new and unconventional strategies for the preparation of bridged ring systems.
Beschreibung:Gesehen am 04.06.2020
Beschreibung:Online Resource
ISSN:1521-3773
DOI:10.1002/anie.201914284