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Enantioselective Pallada‐Electrocatalyzed C−H Activation by Transient Directing Groups: Expedient Access to Helicenes

Asymmetric pallada‐electrocatalyzed C−H olefinations were achieved through the synergistic cooperation with transient directing groups. The electrochemical, atroposelective C−H activations were realized with high position‐, diastereo‐, and enantio‐control under mild reaction conditions to obtain hig...

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Autores principales: Dhawa, Uttam, Tian, Cong, Wdowik, Tomasz, Oliveira, João C. A., Hao, Jiping, Ackermann, Lutz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7497116/
https://www.ncbi.nlm.nih.gov/pubmed/32243685
http://dx.doi.org/10.1002/anie.202003826
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author Dhawa, Uttam
Tian, Cong
Wdowik, Tomasz
Oliveira, João C. A.
Hao, Jiping
Ackermann, Lutz
author_facet Dhawa, Uttam
Tian, Cong
Wdowik, Tomasz
Oliveira, João C. A.
Hao, Jiping
Ackermann, Lutz
author_sort Dhawa, Uttam
collection PubMed
description Asymmetric pallada‐electrocatalyzed C−H olefinations were achieved through the synergistic cooperation with transient directing groups. The electrochemical, atroposelective C−H activations were realized with high position‐, diastereo‐, and enantio‐control under mild reaction conditions to obtain highly enantiomerically‐enriched biaryls and fluorinated N−C axially chiral scaffolds. Our strategy provided expedient access to, among others, novel chiral BINOLs, dicarboxylic acids and helicenes of value to asymmetric catalysis. Mechanistic studies by experiments and computation provided key insights into the catalyst's mode of action.
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spelling pubmed-74971162020-09-25 Enantioselective Pallada‐Electrocatalyzed C−H Activation by Transient Directing Groups: Expedient Access to Helicenes Dhawa, Uttam Tian, Cong Wdowik, Tomasz Oliveira, João C. A. Hao, Jiping Ackermann, Lutz Angew Chem Int Ed Engl Research Articles Asymmetric pallada‐electrocatalyzed C−H olefinations were achieved through the synergistic cooperation with transient directing groups. The electrochemical, atroposelective C−H activations were realized with high position‐, diastereo‐, and enantio‐control under mild reaction conditions to obtain highly enantiomerically‐enriched biaryls and fluorinated N−C axially chiral scaffolds. Our strategy provided expedient access to, among others, novel chiral BINOLs, dicarboxylic acids and helicenes of value to asymmetric catalysis. Mechanistic studies by experiments and computation provided key insights into the catalyst's mode of action. John Wiley and Sons Inc. 2020-06-05 2020-08-03 /pmc/articles/PMC7497116/ /pubmed/32243685 http://dx.doi.org/10.1002/anie.202003826 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://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 Research Articles
Dhawa, Uttam
Tian, Cong
Wdowik, Tomasz
Oliveira, João C. A.
Hao, Jiping
Ackermann, Lutz
Enantioselective Pallada‐Electrocatalyzed C−H Activation by Transient Directing Groups: Expedient Access to Helicenes
title Enantioselective Pallada‐Electrocatalyzed C−H Activation by Transient Directing Groups: Expedient Access to Helicenes
title_full Enantioselective Pallada‐Electrocatalyzed C−H Activation by Transient Directing Groups: Expedient Access to Helicenes
title_fullStr Enantioselective Pallada‐Electrocatalyzed C−H Activation by Transient Directing Groups: Expedient Access to Helicenes
title_full_unstemmed Enantioselective Pallada‐Electrocatalyzed C−H Activation by Transient Directing Groups: Expedient Access to Helicenes
title_short Enantioselective Pallada‐Electrocatalyzed C−H Activation by Transient Directing Groups: Expedient Access to Helicenes
title_sort enantioselective pallada‐electrocatalyzed c−h activation by transient directing groups: expedient access to helicenes
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7497116/
https://www.ncbi.nlm.nih.gov/pubmed/32243685
http://dx.doi.org/10.1002/anie.202003826
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