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Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides
A pre-prepared Ni–PyBisulidine complex has been developed for the catalytic asymmetric Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides. The corresponding β-nitro-α-hydroxy esters were obtained in good to excellent yields (up to 99%) with a high enantiomeric excess (ee) (...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078658/ https://www.ncbi.nlm.nih.gov/pubmed/35541881 http://dx.doi.org/10.1039/c8ra00552d |
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author | He, Feilong Chen, Guanghui Yang, Junxia Liang, Guojuan Deng, Ping Xiong, Yan Zhou, Hui |
author_facet | He, Feilong Chen, Guanghui Yang, Junxia Liang, Guojuan Deng, Ping Xiong, Yan Zhou, Hui |
author_sort | He, Feilong |
collection | PubMed |
description | A pre-prepared Ni–PyBisulidine complex has been developed for the catalytic asymmetric Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides. The corresponding β-nitro-α-hydroxy esters were obtained in good to excellent yields (up to 99%) with a high enantiomeric excess (ee) (up to 94%) with a catalyst loading of 1–2 mol%. The desired products of 2-acylpyridines and 2-acylpyridine N-oxides, which were simple methyl ketones, were obtained in medium to excellent yields (up to 94%) with medium to good ee (up to 86%) by using 2 mol% of catalyst. |
format | Online Article Text |
id | pubmed-9078658 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90786582022-05-09 Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides He, Feilong Chen, Guanghui Yang, Junxia Liang, Guojuan Deng, Ping Xiong, Yan Zhou, Hui RSC Adv Chemistry A pre-prepared Ni–PyBisulidine complex has been developed for the catalytic asymmetric Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides. The corresponding β-nitro-α-hydroxy esters were obtained in good to excellent yields (up to 99%) with a high enantiomeric excess (ee) (up to 94%) with a catalyst loading of 1–2 mol%. The desired products of 2-acylpyridines and 2-acylpyridine N-oxides, which were simple methyl ketones, were obtained in medium to excellent yields (up to 94%) with medium to good ee (up to 86%) by using 2 mol% of catalyst. The Royal Society of Chemistry 2018-03-05 /pmc/articles/PMC9078658/ /pubmed/35541881 http://dx.doi.org/10.1039/c8ra00552d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry He, Feilong Chen, Guanghui Yang, Junxia Liang, Guojuan Deng, Ping Xiong, Yan Zhou, Hui Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides |
title | Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides |
title_full | Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides |
title_fullStr | Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides |
title_full_unstemmed | Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides |
title_short | Catalytic enantioselective Henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine N-oxides |
title_sort | catalytic enantioselective henry reaction of α-keto esters, 2-acylpyridines and 2-acylpyridine n-oxides |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9078658/ https://www.ncbi.nlm.nih.gov/pubmed/35541881 http://dx.doi.org/10.1039/c8ra00552d |
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