Atropo‐Enantioselective Oxidation‐Enabled Iridium(III)‐Catalyzed C−H Arylations with Aryl Boronic Esters

Atropo‐enantioselective biaryl coupling through C−H bond functionalization is an emerging technology allowing direct construction of axially chiral molecules. This approach is largely limited to electrophilic coupling partners. We report a highly atropo‐enantioselective C−H arylation of tetralone de...

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Detalles Bibliográficos
Autores principales: Woźniak, Łukasz, Cramer, Nicolai
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8457206/
https://www.ncbi.nlm.nih.gov/pubmed/34153163
http://dx.doi.org/10.1002/anie.202106403
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author Woźniak, Łukasz
Cramer, Nicolai
author_facet Woźniak, Łukasz
Cramer, Nicolai
author_sort Woźniak, Łukasz
collection PubMed
description Atropo‐enantioselective biaryl coupling through C−H bond functionalization is an emerging technology allowing direct construction of axially chiral molecules. This approach is largely limited to electrophilic coupling partners. We report a highly atropo‐enantioselective C−H arylation of tetralone derivatives paired with aryl boronic esters as nucleophilic components. The transformation is catalyzed by chiral cyclopentadienyl (Cp(x)) iridium(III) complexes and enabled by oxidatively enhanced reductive elimination from high‐valent cyclometalated Ir‐species.
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spelling pubmed-84572062021-09-28 Atropo‐Enantioselective Oxidation‐Enabled Iridium(III)‐Catalyzed C−H Arylations with Aryl Boronic Esters Woźniak, Łukasz Cramer, Nicolai Angew Chem Int Ed Engl Communications Atropo‐enantioselective biaryl coupling through C−H bond functionalization is an emerging technology allowing direct construction of axially chiral molecules. This approach is largely limited to electrophilic coupling partners. We report a highly atropo‐enantioselective C−H arylation of tetralone derivatives paired with aryl boronic esters as nucleophilic components. The transformation is catalyzed by chiral cyclopentadienyl (Cp(x)) iridium(III) complexes and enabled by oxidatively enhanced reductive elimination from high‐valent cyclometalated Ir‐species. John Wiley and Sons Inc. 2021-07-16 2021-08-16 /pmc/articles/PMC8457206/ /pubmed/34153163 http://dx.doi.org/10.1002/anie.202106403 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Woźniak, Łukasz
Cramer, Nicolai
Atropo‐Enantioselective Oxidation‐Enabled Iridium(III)‐Catalyzed C−H Arylations with Aryl Boronic Esters
title Atropo‐Enantioselective Oxidation‐Enabled Iridium(III)‐Catalyzed C−H Arylations with Aryl Boronic Esters
title_full Atropo‐Enantioselective Oxidation‐Enabled Iridium(III)‐Catalyzed C−H Arylations with Aryl Boronic Esters
title_fullStr Atropo‐Enantioselective Oxidation‐Enabled Iridium(III)‐Catalyzed C−H Arylations with Aryl Boronic Esters
title_full_unstemmed Atropo‐Enantioselective Oxidation‐Enabled Iridium(III)‐Catalyzed C−H Arylations with Aryl Boronic Esters
title_short Atropo‐Enantioselective Oxidation‐Enabled Iridium(III)‐Catalyzed C−H Arylations with Aryl Boronic Esters
title_sort atropo‐enantioselective oxidation‐enabled iridium(iii)‐catalyzed c−h arylations with aryl boronic esters
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8457206/
https://www.ncbi.nlm.nih.gov/pubmed/34153163
http://dx.doi.org/10.1002/anie.202106403
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AT cramernicolai atropoenantioselectiveoxidationenablediridiumiiicatalyzedcharylationswitharylboronicesters

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