Iron-catalysed allylation–hydrogenation sequences as masked alkyl–alkyl cross-couplings

An iron-catalysed allylation of organomagnesium reagents (alkyl, aryl) with simple allyl acetates proceeds under mild conditions (Fe(OAc)(2) or Fe(acac)(2), Et(2)O, r.t.) to furnish various alkene and styrene derivatives. Mechanistic studies indicate the operation of a homotopic catalyst. The sequen...

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Detalles Bibliográficos
Autores principales: Bernauer, Josef, Wu, Guojiao, Jacobi von Wangelin, Axel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9072617/
https://www.ncbi.nlm.nih.gov/pubmed/35527959
http://dx.doi.org/10.1039/c9ra07604b
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author Bernauer, Josef
Wu, Guojiao
Jacobi von Wangelin, Axel
author_facet Bernauer, Josef
Wu, Guojiao
Jacobi von Wangelin, Axel
author_sort Bernauer, Josef
collection PubMed
description An iron-catalysed allylation of organomagnesium reagents (alkyl, aryl) with simple allyl acetates proceeds under mild conditions (Fe(OAc)(2) or Fe(acac)(2), Et(2)O, r.t.) to furnish various alkene and styrene derivatives. Mechanistic studies indicate the operation of a homotopic catalyst. The sequential combination of such iron-catalysed allylation with an iron-catalysed hydrogenation results in overall C(sp(3))–C(sp(3))-bond formation that constitutes an attractive alternative to challenging direct cross-coupling protocols with alkyl halides.
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spelling pubmed-90726172022-05-06 Iron-catalysed allylation–hydrogenation sequences as masked alkyl–alkyl cross-couplings Bernauer, Josef Wu, Guojiao Jacobi von Wangelin, Axel RSC Adv Chemistry An iron-catalysed allylation of organomagnesium reagents (alkyl, aryl) with simple allyl acetates proceeds under mild conditions (Fe(OAc)(2) or Fe(acac)(2), Et(2)O, r.t.) to furnish various alkene and styrene derivatives. Mechanistic studies indicate the operation of a homotopic catalyst. The sequential combination of such iron-catalysed allylation with an iron-catalysed hydrogenation results in overall C(sp(3))–C(sp(3))-bond formation that constitutes an attractive alternative to challenging direct cross-coupling protocols with alkyl halides. The Royal Society of Chemistry 2019-10-02 /pmc/articles/PMC9072617/ /pubmed/35527959 http://dx.doi.org/10.1039/c9ra07604b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Bernauer, Josef
Wu, Guojiao
Jacobi von Wangelin, Axel
Iron-catalysed allylation–hydrogenation sequences as masked alkyl–alkyl cross-couplings
title Iron-catalysed allylation–hydrogenation sequences as masked alkyl–alkyl cross-couplings
title_full Iron-catalysed allylation–hydrogenation sequences as masked alkyl–alkyl cross-couplings
title_fullStr Iron-catalysed allylation–hydrogenation sequences as masked alkyl–alkyl cross-couplings
title_full_unstemmed Iron-catalysed allylation–hydrogenation sequences as masked alkyl–alkyl cross-couplings
title_short Iron-catalysed allylation–hydrogenation sequences as masked alkyl–alkyl cross-couplings
title_sort iron-catalysed allylation–hydrogenation sequences as masked alkyl–alkyl cross-couplings
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9072617/
https://www.ncbi.nlm.nih.gov/pubmed/35527959
http://dx.doi.org/10.1039/c9ra07604b
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AT wuguojiao ironcatalysedallylationhydrogenationsequencesasmaskedalkylalkylcrosscouplings
AT jacobivonwangelinaxel ironcatalysedallylationhydrogenationsequencesasmaskedalkylalkylcrosscouplings

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