Cargando…
Pulsed electroconversion for highly selective enantiomer synthesis
Asymmetric synthesis of molecules is of crucial importance to obtain pure chiral compounds, which are of primary interest in many areas including medicine, biotechnology, and chemistry. Various methods have been used very successfully to increase the enantiomeric yield of reaction pathways, but ther...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group UK
2017
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5727193/ https://www.ncbi.nlm.nih.gov/pubmed/29233998 http://dx.doi.org/10.1038/s41467-017-02190-z |
_version_ | 1783285827261956096 |
---|---|
author | Wattanakit, Chularat Yutthalekha, Thittaya Asssavapanumat, Sunpet Lapeyre, Veronique Kuhn, Alexander |
author_facet | Wattanakit, Chularat Yutthalekha, Thittaya Asssavapanumat, Sunpet Lapeyre, Veronique Kuhn, Alexander |
author_sort | Wattanakit, Chularat |
collection | PubMed |
description | Asymmetric synthesis of molecules is of crucial importance to obtain pure chiral compounds, which are of primary interest in many areas including medicine, biotechnology, and chemistry. Various methods have been used very successfully to increase the enantiomeric yield of reaction pathways, but there is still room for the development of alternative highly enantioselective reaction concepts, either as a scientific challenge of tremendous fundamental significance, or owing to the increasing demand for enantiopure products, e.g., in the pharmaceutical industry. In this context, we report here a strategy for the synthesis of chiral compounds, based on pulsed electrochemical conversion. We illustrate the approach with the stereospecific electroreduction of a prochiral model molecule at chiral mesoporous metal structures, resulting in an enantiomeric excess of over 90%. This change of paradigm opens up promising reaction schemes for the straightforward synthesis of high-added-value molecules. |
format | Online Article Text |
id | pubmed-5727193 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | Nature Publishing Group UK |
record_format | MEDLINE/PubMed |
spelling | pubmed-57271932017-12-14 Pulsed electroconversion for highly selective enantiomer synthesis Wattanakit, Chularat Yutthalekha, Thittaya Asssavapanumat, Sunpet Lapeyre, Veronique Kuhn, Alexander Nat Commun Article Asymmetric synthesis of molecules is of crucial importance to obtain pure chiral compounds, which are of primary interest in many areas including medicine, biotechnology, and chemistry. Various methods have been used very successfully to increase the enantiomeric yield of reaction pathways, but there is still room for the development of alternative highly enantioselective reaction concepts, either as a scientific challenge of tremendous fundamental significance, or owing to the increasing demand for enantiopure products, e.g., in the pharmaceutical industry. In this context, we report here a strategy for the synthesis of chiral compounds, based on pulsed electrochemical conversion. We illustrate the approach with the stereospecific electroreduction of a prochiral model molecule at chiral mesoporous metal structures, resulting in an enantiomeric excess of over 90%. This change of paradigm opens up promising reaction schemes for the straightforward synthesis of high-added-value molecules. Nature Publishing Group UK 2017-12-12 /pmc/articles/PMC5727193/ /pubmed/29233998 http://dx.doi.org/10.1038/s41467-017-02190-z Text en © The Author(s) 2017 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/. |
spellingShingle | Article Wattanakit, Chularat Yutthalekha, Thittaya Asssavapanumat, Sunpet Lapeyre, Veronique Kuhn, Alexander Pulsed electroconversion for highly selective enantiomer synthesis |
title | Pulsed electroconversion for highly selective enantiomer synthesis |
title_full | Pulsed electroconversion for highly selective enantiomer synthesis |
title_fullStr | Pulsed electroconversion for highly selective enantiomer synthesis |
title_full_unstemmed | Pulsed electroconversion for highly selective enantiomer synthesis |
title_short | Pulsed electroconversion for highly selective enantiomer synthesis |
title_sort | pulsed electroconversion for highly selective enantiomer synthesis |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5727193/ https://www.ncbi.nlm.nih.gov/pubmed/29233998 http://dx.doi.org/10.1038/s41467-017-02190-z |
work_keys_str_mv | AT wattanakitchularat pulsedelectroconversionforhighlyselectiveenantiomersynthesis AT yutthalekhathittaya pulsedelectroconversionforhighlyselectiveenantiomersynthesis AT asssavapanumatsunpet pulsedelectroconversionforhighlyselectiveenantiomersynthesis AT lapeyreveronique pulsedelectroconversionforhighlyselectiveenantiomersynthesis AT kuhnalexander pulsedelectroconversionforhighlyselectiveenantiomersynthesis |