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

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...

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Bibliographic Details
Main Authors: Robert Szpera, Nadia Kovalenko, Kalaiselvi Natarajan, Nina Paillard, Bruno Linclau
Format: Article
Language:English
Published: Beilstein-Institut 2017-12-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
acetal isomerization
deoxyfluorination
epoxide opening
fluorinated building block
vicinal difluoride
Online Access:https://doi.org/10.3762/bjoc.13.280
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spelling doaj-21161b8923cc4b34bd071368d7fbf1f92021-02-02T01:03:58ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972017-12-011312883288710.3762/bjoc.13.2801860-5397-13-280The synthesis of the 2,3-difluorobutan-1,4-diol diastereomersRobert Szpera0Nadia Kovalenko1Kalaiselvi Natarajan2Nina Paillard3Bruno Linclau4Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, United KingdomChemistry, University of Southampton, Highfield, Southampton SO17 1BJ, United KingdomChemistry, University of Southampton, Highfield, Southampton SO17 1BJ, United KingdomChemistry, University of Southampton, Highfield, Southampton SO17 1BJ, United KingdomChemistry, University of Southampton, Highfield, Southampton SO17 1BJ, United KingdomThe 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.https://doi.org/10.3762/bjoc.13.280acetal isomerizationdeoxyfluorinationepoxide openingfluorinated building blockvicinal difluoride
collection DOAJ
language English
format Article
sources DOAJ
author Robert Szpera
Nadia Kovalenko
Kalaiselvi Natarajan
Nina Paillard
Bruno Linclau
spellingShingle Robert Szpera
Nadia Kovalenko
Kalaiselvi Natarajan
Nina Paillard
Bruno Linclau
The synthesis of the 2,3-difluorobutan-1,4-diol diastereomers
Beilstein Journal of Organic Chemistry
acetal isomerization
deoxyfluorination
epoxide opening
fluorinated building block
vicinal difluoride
author_facet Robert Szpera
Nadia Kovalenko
Kalaiselvi Natarajan
Nina Paillard
Bruno Linclau
author_sort Robert Szpera
title 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_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_sort synthesis of the 2,3-difluorobutan-1,4-diol diastereomers
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2017-12-01
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.
topic acetal isomerization
deoxyfluorination
epoxide opening
fluorinated building block
vicinal difluoride
url https://doi.org/10.3762/bjoc.13.280
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