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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doaj-99fc64ffa4554f209ab77dfe1f438d8b2021-02-02T00:16:41ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972011-06-017184785910.3762/bjoc.7.971860-5397-7-97When gold can do what iodine cannot do: A critical comparisonSara Hummel0Stefan F. Kirsch1Department Chemie and Catalysis Research Center, Technische Universität München, Lichtenbergstr. 4, 85747 Garching, GermanyDepartment Chemie and Catalysis Research Center, Technische Universität München, Lichtenbergstr. 4, 85747 Garching, GermanyGold 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.https://doi.org/10.3762/bjoc.7.97catalysiscycloisomerizationsdomino reactionsgoldiodine |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Sara Hummel Stefan F. Kirsch |
spellingShingle |
Sara Hummel Stefan F. Kirsch When gold can do what iodine cannot do: A critical comparison Beilstein Journal of Organic Chemistry catalysis cycloisomerizations domino reactions gold iodine |
author_facet |
Sara Hummel Stefan F. Kirsch |
author_sort |
Sara Hummel |
title |
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_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_sort |
when gold can do what iodine cannot do: a critical comparison |
publisher |
Beilstein-Institut |
series |
Beilstein Journal of Organic Chemistry |
issn |
1860-5397 |
publishDate |
2011-06-01 |
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. |
topic |
catalysis cycloisomerizations domino reactions gold iodine |
url |
https://doi.org/10.3762/bjoc.7.97 |
work_keys_str_mv |
AT sarahummel whengoldcandowhatiodinecannotdoacriticalcomparison AT stefanfkirsch whengoldcandowhatiodinecannotdoacriticalcomparison |
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1724314157094797312 |