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Ru-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes via P-Chiral Monophosphorous Ligands

Chiral alcohols are among the most widely applied in fine chemicals, pharmaceuticals and agrochemicals. Herein, the Ru-monophosphine catalyst formed in situ was found to promote an enantioselective addition of aliphatic aldehydes with arylboronic acids, delivering the chiral alcohols in excellent yi...

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Detalles Bibliográficos
Autores principales: Miao, Rui, Xia, Yanping, Wei, Yifei, Ouyang, Lu, Luo, Renshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9231018/
https://www.ncbi.nlm.nih.gov/pubmed/35745017
http://dx.doi.org/10.3390/molecules27123898
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author Miao, Rui
Xia, Yanping
Wei, Yifei
Ouyang, Lu
Luo, Renshi
author_facet Miao, Rui
Xia, Yanping
Wei, Yifei
Ouyang, Lu
Luo, Renshi
author_sort Miao, Rui
collection PubMed
description Chiral alcohols are among the most widely applied in fine chemicals, pharmaceuticals and agrochemicals. Herein, the Ru-monophosphine catalyst formed in situ was found to promote an enantioselective addition of aliphatic aldehydes with arylboronic acids, delivering the chiral alcohols in excellent yields and enantioselectivities and exhibiting a broad scope of aliphatic aldehydes and arylboronic acids. The enantioselectivities are highly dependent on the monophosphorous ligands. The utility of this asymmetric synthetic method was showcased by a large-scale transformation.
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spelling pubmed-92310182022-06-25 Ru-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes via P-Chiral Monophosphorous Ligands Miao, Rui Xia, Yanping Wei, Yifei Ouyang, Lu Luo, Renshi Molecules Article Chiral alcohols are among the most widely applied in fine chemicals, pharmaceuticals and agrochemicals. Herein, the Ru-monophosphine catalyst formed in situ was found to promote an enantioselective addition of aliphatic aldehydes with arylboronic acids, delivering the chiral alcohols in excellent yields and enantioselectivities and exhibiting a broad scope of aliphatic aldehydes and arylboronic acids. The enantioselectivities are highly dependent on the monophosphorous ligands. The utility of this asymmetric synthetic method was showcased by a large-scale transformation. MDPI 2022-06-17 /pmc/articles/PMC9231018/ /pubmed/35745017 http://dx.doi.org/10.3390/molecules27123898 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
Miao, Rui
Xia, Yanping
Wei, Yifei
Ouyang, Lu
Luo, Renshi
Ru-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes via P-Chiral Monophosphorous Ligands
title Ru-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes via P-Chiral Monophosphorous Ligands
title_full Ru-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes via P-Chiral Monophosphorous Ligands
title_fullStr Ru-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes via P-Chiral Monophosphorous Ligands
title_full_unstemmed Ru-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes via P-Chiral Monophosphorous Ligands
title_short Ru-Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes via P-Chiral Monophosphorous Ligands
title_sort ru-catalyzed asymmetric addition of arylboronic acids to aliphatic aldehydes via p-chiral monophosphorous ligands
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9231018/
https://www.ncbi.nlm.nih.gov/pubmed/35745017
http://dx.doi.org/10.3390/molecules27123898
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