Palladium-catalyzed electrochemical C(sp3)-H acetoxylation of alcohol derivatives with an exo-directing group

Daisuke Ogawa; Ayumu Sasaki; Takuya Kochi; Fumitoshi Kakiuchi

doi:10.1039/d4ob01241k

Palladium-catalyzed electrochemical C(sp³)-H acetoxylation of alcohol derivatives with an exo-directing group

Daisuke Ogawa
, Ayumu Sasaki
, Takuya Kochi
, Fumitoshi Kakiuchi

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

Palladium-catalyzed electrochemical C(sp³)-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/Ac₂O/AcOH under anodic oxidation conditions.

Original language	English
Pages (from-to)	7696-7701
Number of pages	6
Journal	Organic and Biomolecular Chemistry
Volume	22
Issue number	37
DOIs	https://doi.org/10.1039/d4ob01241k
Publication status	Published - 2024 Sept 2

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "Palladium-catalyzed electrochemical C(sp3)-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/Ac2O/AcOH under anodic oxidation conditions.",

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AU - Ogawa, Daisuke

AU - Sasaki, Ayumu

AU - Kochi, Takuya

AU - Kakiuchi, Fumitoshi

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AB - Palladium-catalyzed electrochemical C(sp3)-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/Ac2O/AcOH under anodic oxidation conditions.

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ER -

Palladium-catalyzed electrochemical C(sp³)-H acetoxylation of alcohol derivatives with an exo-directing group

Abstract

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