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
Descripción
Sumario: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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