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

Org Biomol Chem

Johannes Kepler University Linz, Institute of Organic Chemistry, Altenbergerstraße 69, 4040 Linz, Austria.

Published: January 2021

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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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7116657PMC
http://dx.doi.org/10.1039/d0ob02152kDOI Listing

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