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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Main Authors: Sara Hummel, Stefan F. Kirsch
Format: Article
Language:English
Published: Beilstein-Institut 2011-06-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.7.97
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spelling 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
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