The synthesis of the 2,3-difluorobutan-1,4-diol diastereomers

The diastereoselective synthesis of fluorinated building blocks that contain chiral fluorine substituents is of interest. Here we describe optimisation efforts in the synthesis of anti-2,3-difluorobutane-1,4-diol, as well as the synthesis of the corresponding syn-diastereomer. Both targets were synt...

Descripción completa

Detalles Bibliográficos
Autores principales: Szpera, Robert, Kovalenko, Nadia, Natarajan, Kalaiselvi, Paillard, Nina, Linclau, Bruno
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5753060/
https://www.ncbi.nlm.nih.gov/pubmed/30018668
http://dx.doi.org/10.3762/bjoc.13.280
_version_ 1783290197833678848
author Szpera, Robert
Kovalenko, Nadia
Natarajan, Kalaiselvi
Paillard, Nina
Linclau, Bruno
author_facet Szpera, Robert
Kovalenko, Nadia
Natarajan, Kalaiselvi
Paillard, Nina
Linclau, Bruno
author_sort Szpera, Robert
collection PubMed
description The diastereoselective synthesis of fluorinated building blocks that contain chiral fluorine substituents is of interest. Here we describe optimisation efforts in the synthesis of anti-2,3-difluorobutane-1,4-diol, as well as the synthesis of the corresponding syn-diastereomer. Both targets were synthesised using an epoxide opening strategy.
format Online
Article
Text
id pubmed-5753060
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-57530602018-07-17 The synthesis of the 2,3-difluorobutan-1,4-diol diastereomers Szpera, Robert Kovalenko, Nadia Natarajan, Kalaiselvi Paillard, Nina Linclau, Bruno Beilstein J Org Chem Full Research Paper The diastereoselective synthesis of fluorinated building blocks that contain chiral fluorine substituents is of interest. Here we describe optimisation efforts in the synthesis of anti-2,3-difluorobutane-1,4-diol, as well as the synthesis of the corresponding syn-diastereomer. Both targets were synthesised using an epoxide opening strategy. Beilstein-Institut 2017-12-27 /pmc/articles/PMC5753060/ /pubmed/30018668 http://dx.doi.org/10.3762/bjoc.13.280 Text en Copyright © 2017, Szpera et al. 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
Szpera, Robert
Kovalenko, Nadia
Natarajan, Kalaiselvi
Paillard, Nina
Linclau, Bruno
The synthesis of the 2,3-difluorobutan-1,4-diol diastereomers
title The synthesis of the 2,3-difluorobutan-1,4-diol diastereomers
title_full The synthesis of the 2,3-difluorobutan-1,4-diol diastereomers
title_fullStr The synthesis of the 2,3-difluorobutan-1,4-diol diastereomers
title_full_unstemmed The synthesis of the 2,3-difluorobutan-1,4-diol diastereomers
title_short The synthesis of the 2,3-difluorobutan-1,4-diol diastereomers
title_sort synthesis of the 2,3-difluorobutan-1,4-diol diastereomers
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5753060/
https://www.ncbi.nlm.nih.gov/pubmed/30018668
http://dx.doi.org/10.3762/bjoc.13.280
work_keys_str_mv AT szperarobert thesynthesisofthe23difluorobutan14dioldiastereomers
AT kovalenkonadia thesynthesisofthe23difluorobutan14dioldiastereomers
AT natarajankalaiselvi thesynthesisofthe23difluorobutan14dioldiastereomers
AT paillardnina thesynthesisofthe23difluorobutan14dioldiastereomers
AT linclaubruno thesynthesisofthe23difluorobutan14dioldiastereomers
AT szperarobert synthesisofthe23difluorobutan14dioldiastereomers
AT kovalenkonadia synthesisofthe23difluorobutan14dioldiastereomers
AT natarajankalaiselvi synthesisofthe23difluorobutan14dioldiastereomers
AT paillardnina synthesisofthe23difluorobutan14dioldiastereomers
AT linclaubruno synthesisofthe23difluorobutan14dioldiastereomers

Ejemplares similares