Issue 1, 2021

Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters

Abstract

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.

Graphical abstract: Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters

Supplementary files

Article information

Article type
Communication
Submitted
27 Oct 2020
Accepted
17 Nov 2020
First published
18 Nov 2020
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2021,19, 162-165

Enantiospecific deoxyfluorination of cyclic α-OH-β-ketoesters

C. Mairhofer, V. Haider, T. Bögl and M. Waser, Org. Biomol. Chem., 2021, 19, 162 DOI: 10.1039/D0OB02152K

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