Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 19, Issue 1, Pages 162-165Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ob02152k
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Funding
- Austrian Science Funds (FWF) - Austrian National Foundation for Research, Technology and Development [P30237, P31784]
- Austrian Science Funds (FWF) - Research Department of the State of Upper Austria [P30237, P31784]
- European Union through the EFRE INTERREG IV ETC-AT-CZ program [M00146]
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The deoxyfluorination of cyclic alpha-hydroxy-beta-ketoesters using DAST reported in this study demonstrates high levels of stereospecificity, resulting in the configurationally inverted alpha-fluoro-beta-ketoesters in high yields under simple operation conditions.
We herein report the deoxyfluorination of cyclic alpha-hydroxy-beta-ketoesters using diethylaminosulfur trifluoride (DAST). The reaction proceeds with excellent levels of stereospecificity, giving the configurationally inverted alpha-fluoro-beta-ketoesters in high yields under operationally simple conditions.
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