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Nickel-catalyzed regio- and enantio-selective Markovnikov hydromonofluoroalkylation of 1,3-dienes
A highly enantio- and regio-selective Markovnikov hydromonofluoro(methyl)alkylation of 1,3-dienes was developed using redox-neutral nickel catalysis. It provided a facile strategy to construct diverse monofluoromethyl- or monofluoroalkyl-containing chiral allylic molecules. Notably, this represents...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9629049/ https://www.ncbi.nlm.nih.gov/pubmed/36382272 http://dx.doi.org/10.1039/d2sc03958c |
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author | Liao, Ling Zhang, Ying Wu, Zhong-Wei Ye, Zhong-Tian Zhang, Xue-Xin Chen, Guangying Yu, Jin-Sheng |
author_facet | Liao, Ling Zhang, Ying Wu, Zhong-Wei Ye, Zhong-Tian Zhang, Xue-Xin Chen, Guangying Yu, Jin-Sheng |
author_sort | Liao, Ling |
collection | PubMed |
description | A highly enantio- and regio-selective Markovnikov hydromonofluoro(methyl)alkylation of 1,3-dienes was developed using redox-neutral nickel catalysis. It provided a facile strategy to construct diverse monofluoromethyl- or monofluoroalkyl-containing chiral allylic molecules. Notably, this represents the first catalytic asymmetric Markovnikov hydrofluoroalkylation of olefins. The practicability of this methodology is further highlighted by its broad substrate scope, mild base-free conditions, excellent enantio- and regio-selectivity, and diversified product elaborations to access useful fluorinated building blocks. |
format | Online Article Text |
id | pubmed-9629049 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-96290492022-11-14 Nickel-catalyzed regio- and enantio-selective Markovnikov hydromonofluoroalkylation of 1,3-dienes Liao, Ling Zhang, Ying Wu, Zhong-Wei Ye, Zhong-Tian Zhang, Xue-Xin Chen, Guangying Yu, Jin-Sheng Chem Sci Chemistry A highly enantio- and regio-selective Markovnikov hydromonofluoro(methyl)alkylation of 1,3-dienes was developed using redox-neutral nickel catalysis. It provided a facile strategy to construct diverse monofluoromethyl- or monofluoroalkyl-containing chiral allylic molecules. Notably, this represents the first catalytic asymmetric Markovnikov hydrofluoroalkylation of olefins. The practicability of this methodology is further highlighted by its broad substrate scope, mild base-free conditions, excellent enantio- and regio-selectivity, and diversified product elaborations to access useful fluorinated building blocks. The Royal Society of Chemistry 2022-10-11 /pmc/articles/PMC9629049/ /pubmed/36382272 http://dx.doi.org/10.1039/d2sc03958c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Liao, Ling Zhang, Ying Wu, Zhong-Wei Ye, Zhong-Tian Zhang, Xue-Xin Chen, Guangying Yu, Jin-Sheng Nickel-catalyzed regio- and enantio-selective Markovnikov hydromonofluoroalkylation of 1,3-dienes |
title | Nickel-catalyzed regio- and enantio-selective Markovnikov hydromonofluoroalkylation of 1,3-dienes |
title_full | Nickel-catalyzed regio- and enantio-selective Markovnikov hydromonofluoroalkylation of 1,3-dienes |
title_fullStr | Nickel-catalyzed regio- and enantio-selective Markovnikov hydromonofluoroalkylation of 1,3-dienes |
title_full_unstemmed | Nickel-catalyzed regio- and enantio-selective Markovnikov hydromonofluoroalkylation of 1,3-dienes |
title_short | Nickel-catalyzed regio- and enantio-selective Markovnikov hydromonofluoroalkylation of 1,3-dienes |
title_sort | nickel-catalyzed regio- and enantio-selective markovnikov hydromonofluoroalkylation of 1,3-dienes |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9629049/ https://www.ncbi.nlm.nih.gov/pubmed/36382272 http://dx.doi.org/10.1039/d2sc03958c |
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