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Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality

Enantioselective palladaelectro-catalyzed C–H alkenylations and allylations were achieved with easily-accessible amino acids as transient directing groups. This strategy provided access to highly enantiomerically-enriched N–C axially chiral scaffolds under exceedingly mild conditions. The synthetic...

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Autores principales: Dhawa, Uttam, Wdowik, Tomasz, Hou, Xiaoyan, Yuan, Binbin, Oliveira, João C. A., Ackermann, Lutz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8565398/
https://www.ncbi.nlm.nih.gov/pubmed/34760203
http://dx.doi.org/10.1039/d1sc04687j
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author Dhawa, Uttam
Wdowik, Tomasz
Hou, Xiaoyan
Yuan, Binbin
Oliveira, João C. A.
Ackermann, Lutz
author_facet Dhawa, Uttam
Wdowik, Tomasz
Hou, Xiaoyan
Yuan, Binbin
Oliveira, João C. A.
Ackermann, Lutz
author_sort Dhawa, Uttam
collection PubMed
description Enantioselective palladaelectro-catalyzed C–H alkenylations and allylations were achieved with easily-accessible amino acids as transient directing groups. This strategy provided access to highly enantiomerically-enriched N–C axially chiral scaffolds under exceedingly mild conditions. The synthetic utility of our strategy was demonstrated by a variety of alkenes, while the versatility of our approach was reflected by atroposelective C–H allylations. Computational studies provided insights into a facile C–H activation by a seven-membered palladacycle.
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spelling pubmed-85653982021-11-09 Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality Dhawa, Uttam Wdowik, Tomasz Hou, Xiaoyan Yuan, Binbin Oliveira, João C. A. Ackermann, Lutz Chem Sci Chemistry Enantioselective palladaelectro-catalyzed C–H alkenylations and allylations were achieved with easily-accessible amino acids as transient directing groups. This strategy provided access to highly enantiomerically-enriched N–C axially chiral scaffolds under exceedingly mild conditions. The synthetic utility of our strategy was demonstrated by a variety of alkenes, while the versatility of our approach was reflected by atroposelective C–H allylations. Computational studies provided insights into a facile C–H activation by a seven-membered palladacycle. The Royal Society of Chemistry 2021-10-13 /pmc/articles/PMC8565398/ /pubmed/34760203 http://dx.doi.org/10.1039/d1sc04687j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Dhawa, Uttam
Wdowik, Tomasz
Hou, Xiaoyan
Yuan, Binbin
Oliveira, João C. A.
Ackermann, Lutz
Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality
title Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality
title_full Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality
title_fullStr Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality
title_full_unstemmed Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality
title_short Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality
title_sort enantioselective palladaelectro-catalyzed c–h olefinations and allylations for n–c axial chirality
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8565398/
https://www.ncbi.nlm.nih.gov/pubmed/34760203
http://dx.doi.org/10.1039/d1sc04687j
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