Investigation of the Selectivity of the Palladium-Catalyzed Aroylation and Arylation of Stannyl Glycals with Aroyl Chlorides

[Image: see text] The selectivity of the palladium-catalyzed aroylation and arylation of 1-tributylstannyl glycals with aroyl chlorides was investigated. The selectivity was controlled by the palladium catalyst, and high selectivity was achieved via ligand modification of the palladium catalyst. The...

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Autor principal: Shinozuka, Tsuyoshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8015111/
https://www.ncbi.nlm.nih.gov/pubmed/33817505
http://dx.doi.org/10.1021/acsomega.1c00218
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author Shinozuka, Tsuyoshi
author_facet Shinozuka, Tsuyoshi
author_sort Shinozuka, Tsuyoshi
collection PubMed
description [Image: see text] The selectivity of the palladium-catalyzed aroylation and arylation of 1-tributylstannyl glycals with aroyl chlorides was investigated. The selectivity was controlled by the palladium catalyst, and high selectivity was achieved via ligand modification of the palladium catalyst. The reaction catalyzed by Pd(OAc)(2) provided aroyl C-glycals with high selectivity, whereas the reaction catalyzed by Pd(PPh(3))(4) produced aryl C-glycals with diminished selectivity. The scope and limitation of the selectivity in this reaction are discussed.
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spelling pubmed-80151112021-04-02 Investigation of the Selectivity of the Palladium-Catalyzed Aroylation and Arylation of Stannyl Glycals with Aroyl Chlorides Shinozuka, Tsuyoshi ACS Omega [Image: see text] The selectivity of the palladium-catalyzed aroylation and arylation of 1-tributylstannyl glycals with aroyl chlorides was investigated. The selectivity was controlled by the palladium catalyst, and high selectivity was achieved via ligand modification of the palladium catalyst. The reaction catalyzed by Pd(OAc)(2) provided aroyl C-glycals with high selectivity, whereas the reaction catalyzed by Pd(PPh(3))(4) produced aryl C-glycals with diminished selectivity. The scope and limitation of the selectivity in this reaction are discussed. American Chemical Society 2021-03-19 /pmc/articles/PMC8015111/ /pubmed/33817505 http://dx.doi.org/10.1021/acsomega.1c00218 Text en © 2021 The Author. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Shinozuka, Tsuyoshi
Investigation of the Selectivity of the Palladium-Catalyzed Aroylation and Arylation of Stannyl Glycals with Aroyl Chlorides
title Investigation of the Selectivity of the Palladium-Catalyzed Aroylation and Arylation of Stannyl Glycals with Aroyl Chlorides
title_full Investigation of the Selectivity of the Palladium-Catalyzed Aroylation and Arylation of Stannyl Glycals with Aroyl Chlorides
title_fullStr Investigation of the Selectivity of the Palladium-Catalyzed Aroylation and Arylation of Stannyl Glycals with Aroyl Chlorides
title_full_unstemmed Investigation of the Selectivity of the Palladium-Catalyzed Aroylation and Arylation of Stannyl Glycals with Aroyl Chlorides
title_short Investigation of the Selectivity of the Palladium-Catalyzed Aroylation and Arylation of Stannyl Glycals with Aroyl Chlorides
title_sort investigation of the selectivity of the palladium-catalyzed aroylation and arylation of stannyl glycals with aroyl chlorides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8015111/
https://www.ncbi.nlm.nih.gov/pubmed/33817505
http://dx.doi.org/10.1021/acsomega.1c00218
work_keys_str_mv AT shinozukatsuyoshi investigationoftheselectivityofthepalladiumcatalyzedaroylationandarylationofstannylglycalswitharoylchlorides

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