Trityl Cation-Catalyzed Hosomi-Sakurai Reaction of Allylsilane with β,γ-Unsaturated α-Ketoester to Form γ,γ-Disubstituted α-Ketoesters

(Ph(3)C)[BPh((F))(4)]-catalyzed Hosomi-Sakurai allylation of allylsilanes with β,γ-unsaturated α-ketoesters has been developed to give γ,γ-disubstituted α-ketoesters in high yields with excellent chemoselectivity. Preliminary mechanistic studies suggest that trityl cation dominates the catalysis, wh...

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Detalles Bibliográficos
Autores principales: Gan, Zubao, Cui, Deyun, Zhang, Hongyun, Feng, Ying, Huang, Liying, Gui, Yingying, Gao, Lu, Song, Zhenlei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9331905/
https://www.ncbi.nlm.nih.gov/pubmed/35897907
http://dx.doi.org/10.3390/molecules27154730
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author Gan, Zubao
Cui, Deyun
Zhang, Hongyun
Feng, Ying
Huang, Liying
Gui, Yingying
Gao, Lu
Song, Zhenlei
author_facet Gan, Zubao
Cui, Deyun
Zhang, Hongyun
Feng, Ying
Huang, Liying
Gui, Yingying
Gao, Lu
Song, Zhenlei
author_sort Gan, Zubao
collection PubMed
description (Ph(3)C)[BPh((F))(4)]-catalyzed Hosomi-Sakurai allylation of allylsilanes with β,γ-unsaturated α-ketoesters has been developed to give γ,γ-disubstituted α-ketoesters in high yields with excellent chemoselectivity. Preliminary mechanistic studies suggest that trityl cation dominates the catalysis, while the silyl cation plays a minor role.
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spelling pubmed-93319052022-07-29 Trityl Cation-Catalyzed Hosomi-Sakurai Reaction of Allylsilane with β,γ-Unsaturated α-Ketoester to Form γ,γ-Disubstituted α-Ketoesters Gan, Zubao Cui, Deyun Zhang, Hongyun Feng, Ying Huang, Liying Gui, Yingying Gao, Lu Song, Zhenlei Molecules Article (Ph(3)C)[BPh((F))(4)]-catalyzed Hosomi-Sakurai allylation of allylsilanes with β,γ-unsaturated α-ketoesters has been developed to give γ,γ-disubstituted α-ketoesters in high yields with excellent chemoselectivity. Preliminary mechanistic studies suggest that trityl cation dominates the catalysis, while the silyl cation plays a minor role. MDPI 2022-07-24 /pmc/articles/PMC9331905/ /pubmed/35897907 http://dx.doi.org/10.3390/molecules27154730 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Gan, Zubao
Cui, Deyun
Zhang, Hongyun
Feng, Ying
Huang, Liying
Gui, Yingying
Gao, Lu
Song, Zhenlei
Trityl Cation-Catalyzed Hosomi-Sakurai Reaction of Allylsilane with β,γ-Unsaturated α-Ketoester to Form γ,γ-Disubstituted α-Ketoesters
title Trityl Cation-Catalyzed Hosomi-Sakurai Reaction of Allylsilane with β,γ-Unsaturated α-Ketoester to Form γ,γ-Disubstituted α-Ketoesters
title_full Trityl Cation-Catalyzed Hosomi-Sakurai Reaction of Allylsilane with β,γ-Unsaturated α-Ketoester to Form γ,γ-Disubstituted α-Ketoesters
title_fullStr Trityl Cation-Catalyzed Hosomi-Sakurai Reaction of Allylsilane with β,γ-Unsaturated α-Ketoester to Form γ,γ-Disubstituted α-Ketoesters
title_full_unstemmed Trityl Cation-Catalyzed Hosomi-Sakurai Reaction of Allylsilane with β,γ-Unsaturated α-Ketoester to Form γ,γ-Disubstituted α-Ketoesters
title_short Trityl Cation-Catalyzed Hosomi-Sakurai Reaction of Allylsilane with β,γ-Unsaturated α-Ketoester to Form γ,γ-Disubstituted α-Ketoesters
title_sort trityl cation-catalyzed hosomi-sakurai reaction of allylsilane with β,γ-unsaturated α-ketoester to form γ,γ-disubstituted α-ketoesters
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9331905/
https://www.ncbi.nlm.nih.gov/pubmed/35897907
http://dx.doi.org/10.3390/molecules27154730
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