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Updated: Jul 6, 2026

Light-driven Enzymatic Decarboxylation
Published on: May 22, 2016
Catalytic enantioselective fluorination of oxindoles
Yoshitaka Hamashima1, Toshiaki Suzuki, Hisashi Takano
1Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Miyagi, 980-8577, Japan.
Abstract:
We have developed a highly efficient catalytic enantioselective fluorination of oxindole derivatives. In the presence of a catalytic amount of chiral Pd complex 2 (2.5 mol %), various substrates, including aryl- and alkyl-substituted oxindoles, were fluorinated in a highly enantioselective manner (up to 96% ee). In addition, when R was a hydrogen atom, enantioselective fluorination followed by solvolysis gave a monofluorinated ester with up to 93% ee. To our knowledge, this is the first example of catalytic enantioselective fluorination of oxindoles.
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