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A permutation approach to the assignment of the configuration to diastereomeric tetrads by comparison of experimental and ab initio calculated differences in NMR data
Scoring permutations of experimental chemical shift deviations and DFT/GIAO calculated deviations of isotropic shieldings for sets of four diastereomers can help to assign their relative configurations. This method was exercised on a set of diastereomeric Cinchona alkaloid derivatives, where (13)C N...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Beilstein-Institut
2017
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5704763/ https://www.ncbi.nlm.nih.gov/pubmed/29234475 http://dx.doi.org/10.3762/bjoc.13.245 |
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author | Boratyński, Przemysław J |
author_facet | Boratyński, Przemysław J |
author_sort | Boratyński, Przemysław J |
collection | PubMed |
description | Scoring permutations of experimental chemical shift deviations and DFT/GIAO calculated deviations of isotropic shieldings for sets of four diastereomers can help to assign their relative configurations. This method was exercised on a set of diastereomeric Cinchona alkaloid derivatives, where (13)C NMR data always identified the proper configuration. The presented approach is also an attempt to quantify the assignment by exclusion. |
format | Online Article Text |
id | pubmed-5704763 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-57047632017-12-11 A permutation approach to the assignment of the configuration to diastereomeric tetrads by comparison of experimental and ab initio calculated differences in NMR data Boratyński, Przemysław J Beilstein J Org Chem Full Research Paper Scoring permutations of experimental chemical shift deviations and DFT/GIAO calculated deviations of isotropic shieldings for sets of four diastereomers can help to assign their relative configurations. This method was exercised on a set of diastereomeric Cinchona alkaloid derivatives, where (13)C NMR data always identified the proper configuration. The presented approach is also an attempt to quantify the assignment by exclusion. Beilstein-Institut 2017-11-22 /pmc/articles/PMC5704763/ /pubmed/29234475 http://dx.doi.org/10.3762/bjoc.13.245 Text en Copyright © 2017, Boratyński https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Boratyński, Przemysław J A permutation approach to the assignment of the configuration to diastereomeric tetrads by comparison of experimental and ab initio calculated differences in NMR data |
title | A permutation approach to the assignment of the configuration to diastereomeric tetrads by comparison of experimental and ab initio calculated differences in NMR data |
title_full | A permutation approach to the assignment of the configuration to diastereomeric tetrads by comparison of experimental and ab initio calculated differences in NMR data |
title_fullStr | A permutation approach to the assignment of the configuration to diastereomeric tetrads by comparison of experimental and ab initio calculated differences in NMR data |
title_full_unstemmed | A permutation approach to the assignment of the configuration to diastereomeric tetrads by comparison of experimental and ab initio calculated differences in NMR data |
title_short | A permutation approach to the assignment of the configuration to diastereomeric tetrads by comparison of experimental and ab initio calculated differences in NMR data |
title_sort | permutation approach to the assignment of the configuration to diastereomeric tetrads by comparison of experimental and ab initio calculated differences in nmr data |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5704763/ https://www.ncbi.nlm.nih.gov/pubmed/29234475 http://dx.doi.org/10.3762/bjoc.13.245 |
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