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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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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. |
format | Online Article Text |
id | pubmed-8565398 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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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