Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters†

We herein report the deoxyfluorination of cyclic α-hydroxy-β-ketoesters using diethylaminosulfur trifluoride (DAST). The reaction proceeds with excellent levels of stereospecificity, giving the configurationally inverted α-fluoro-β-ketoesters in high yields under operationally simple conditions.

Detalles Bibliográficos
Autores principales: Mairhofer, Christopher, Haider, Victoria, Bögl, Thomas, Waser, Mario
Formato: Online Artículo Texto
Lenguaje:English
Publicado: 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7116657/
https://www.ncbi.nlm.nih.gov/pubmed/33211788
http://dx.doi.org/10.1039/d0ob02152k
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author Mairhofer, Christopher
Haider, Victoria
Bögl, Thomas
Waser, Mario
author_facet Mairhofer, Christopher
Haider, Victoria
Bögl, Thomas
Waser, Mario
author_sort Mairhofer, Christopher
collection PubMed
description We herein report the deoxyfluorination of cyclic α-hydroxy-β-ketoesters using diethylaminosulfur trifluoride (DAST). The reaction proceeds with excellent levels of stereospecificity, giving the configurationally inverted α-fluoro-β-ketoesters in high yields under operationally simple conditions.
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spelling pubmed-71166572021-02-02 Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters† Mairhofer, Christopher Haider, Victoria Bögl, Thomas Waser, Mario Org Biomol Chem Article We herein report the deoxyfluorination of cyclic α-hydroxy-β-ketoesters using diethylaminosulfur trifluoride (DAST). The reaction proceeds with excellent levels of stereospecificity, giving the configurationally inverted α-fluoro-β-ketoesters in high yields under operationally simple conditions. 2021-01-06 /pmc/articles/PMC7116657/ /pubmed/33211788 http://dx.doi.org/10.1039/d0ob02152k Text en https://creativecommons.org/licenses/by/3.0/ This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (https://creativecommons.org/licenses/by/3.0/) .
spellingShingle Article
Mairhofer, Christopher
Haider, Victoria
Bögl, Thomas
Waser, Mario
Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters†
title Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters†
title_full Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters†
title_fullStr Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters†
title_full_unstemmed Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters†
title_short Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters†
title_sort enantiospecific deoxyfluorination of cyclic α-oh-β-ketoesters†
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7116657/
https://www.ncbi.nlm.nih.gov/pubmed/33211788
http://dx.doi.org/10.1039/d0ob02152k
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