Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes controlled by monophosphine ligands

A Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes has been developed. Acyl aminocyclopropanes were reacted with hydrosilanes in the presence of Rh catalysts to afford ring-opened hydrosilylated adducts through carbon–carbon (C–C) bond cleavage of the cyclopropane ring. The reg...

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Autores principales: Kondo, Hiroki, Itami, Kenichiro, Yamaguchi, Junichiro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5436550/
https://www.ncbi.nlm.nih.gov/pubmed/28580112
http://dx.doi.org/10.1039/c7sc00071e
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author Kondo, Hiroki
Itami, Kenichiro
Yamaguchi, Junichiro
author_facet Kondo, Hiroki
Itami, Kenichiro
Yamaguchi, Junichiro
author_sort Kondo, Hiroki
collection PubMed
description A Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes has been developed. Acyl aminocyclopropanes were reacted with hydrosilanes in the presence of Rh catalysts to afford ring-opened hydrosilylated adducts through carbon–carbon (C–C) bond cleavage of the cyclopropane ring. The regioselectivity of the addition of silanes (linear or branched) can be switched by changing the monophosphine ligand. This C–C bond cleavage/hydrosilylation methodology is applicable to the synthesis of silanediol precursors.
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spelling pubmed-54365502017-06-02 Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes controlled by monophosphine ligands Kondo, Hiroki Itami, Kenichiro Yamaguchi, Junichiro Chem Sci Chemistry A Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes has been developed. Acyl aminocyclopropanes were reacted with hydrosilanes in the presence of Rh catalysts to afford ring-opened hydrosilylated adducts through carbon–carbon (C–C) bond cleavage of the cyclopropane ring. The regioselectivity of the addition of silanes (linear or branched) can be switched by changing the monophosphine ligand. This C–C bond cleavage/hydrosilylation methodology is applicable to the synthesis of silanediol precursors. Royal Society of Chemistry 2017-05-01 2017-03-15 /pmc/articles/PMC5436550/ /pubmed/28580112 http://dx.doi.org/10.1039/c7sc00071e Text en This journal is © The Royal Society of Chemistry 2017 http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Kondo, Hiroki
Itami, Kenichiro
Yamaguchi, Junichiro
Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes controlled by monophosphine ligands
title Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes controlled by monophosphine ligands
title_full Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes controlled by monophosphine ligands
title_fullStr Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes controlled by monophosphine ligands
title_full_unstemmed Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes controlled by monophosphine ligands
title_short Rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes controlled by monophosphine ligands
title_sort rh-catalyzed regiodivergent hydrosilylation of acyl aminocyclopropanes controlled by monophosphine ligands
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5436550/
https://www.ncbi.nlm.nih.gov/pubmed/28580112
http://dx.doi.org/10.1039/c7sc00071e
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AT yamaguchijunichiro rhcatalyzedregiodivergenthydrosilylationofacylaminocyclopropanescontrolledbymonophosphineligands

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