Palladium-catalyzed electrochemical C(sp)-H acetoxylation of alcohol derivatives with an -directing group

Palladium-catalyzed electrochemical C(sp 3 )-H acetoxylation to prepare 1,2-diol derivatives was achieved using oxime ethers as exo -directing groups. Various substrates containing alkoxy groups with a methyl branch at the α-position as well as norbornan-2-ol derivative were acetoxylated only using...

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Veröffentlicht in:Organic & biomolecular chemistry 2024-09, Vol.22 (37), p.7696-771
Hauptverfasser: Ogawa, Daisuke, Sasaki, Ayumu, Kochi, Takuya, Kakiuchi, Fumitoshi
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Zusammenfassung:Palladium-catalyzed electrochemical C(sp 3 )-H acetoxylation to prepare 1,2-diol derivatives was achieved using oxime ethers as exo -directing groups. Various substrates containing alkoxy groups with a methyl branch at the α-position as well as norbornan-2-ol derivative were acetoxylated only using a catalytic amount of Pd(OAc) 2 along with NaOAc/Ac 2 O/AcOH under anodic oxidation conditions. Palladium-catalyzed electrochemical C(sp 3 )-H acetoxylation to prepare 1,2-diol derivatives was achieved using oxime ethers as exo -directing groups.
ISSN:1477-0520
1477-0539
DOI:10.1039/d4ob01241k