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Enantiospecific deoxyfluorination of cyclic ?-OH-?-ketoesters.

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

SUBMITTER: Mairhofer C

PROVIDER: S-EPMC7116657 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature

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

Mairhofer Christopher C Haider Victoria V Bögl Thomas T Waser Mario M

Organic & biomolecular chemistry 20210101 1

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. ...[more]

PMID: 33211788

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