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When gold can do what iodine cannot do: A critical comparison

Gold catalysis has emerged as one of the most dynamic fields in organic synthesis. Only recently, more and more domino processes, for which gold pre-catalysts were found to be outstandingly effective, were paralleled by employing iodine electrophiles in place of gold compounds. This review highlight...

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Detalles Bibliográficos
Autores principales: Hummel, Sara, Kirsch, Stefan F
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3135141/
https://www.ncbi.nlm.nih.gov/pubmed/21804881
http://dx.doi.org/10.3762/bjoc.7.97
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author Hummel, Sara
Kirsch, Stefan F
author_facet Hummel, Sara
Kirsch, Stefan F
author_sort Hummel, Sara
collection PubMed
description Gold catalysis has emerged as one of the most dynamic fields in organic synthesis. Only recently, more and more domino processes, for which gold pre-catalysts were found to be outstandingly effective, were paralleled by employing iodine electrophiles in place of gold compounds. This review highlights how, in certain cases, iodonium activation can match gold-catalyzed reactions to construct identical product scaffolds. Likewise, processes are discussed where mostly identical starting materials are transformed into diverse frameworks depending on whether gold or iodonium activation was used to trigger the reaction.
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spelling pubmed-31351412011-07-29 When gold can do what iodine cannot do: A critical comparison Hummel, Sara Kirsch, Stefan F Beilstein J Org Chem Review Gold catalysis has emerged as one of the most dynamic fields in organic synthesis. Only recently, more and more domino processes, for which gold pre-catalysts were found to be outstandingly effective, were paralleled by employing iodine electrophiles in place of gold compounds. This review highlights how, in certain cases, iodonium activation can match gold-catalyzed reactions to construct identical product scaffolds. Likewise, processes are discussed where mostly identical starting materials are transformed into diverse frameworks depending on whether gold or iodonium activation was used to trigger the reaction. Beilstein-Institut 2011-06-22 /pmc/articles/PMC3135141/ /pubmed/21804881 http://dx.doi.org/10.3762/bjoc.7.97 Text en Copyright © 2011, Hummel and Kirsch https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Review
Hummel, Sara
Kirsch, Stefan F
When gold can do what iodine cannot do: A critical comparison
title When gold can do what iodine cannot do: A critical comparison
title_full When gold can do what iodine cannot do: A critical comparison
title_fullStr When gold can do what iodine cannot do: A critical comparison
title_full_unstemmed When gold can do what iodine cannot do: A critical comparison
title_short When gold can do what iodine cannot do: A critical comparison
title_sort when gold can do what iodine cannot do: a critical comparison
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3135141/
https://www.ncbi.nlm.nih.gov/pubmed/21804881
http://dx.doi.org/10.3762/bjoc.7.97
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