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钯催化的带有导向基团的醇衍生物的电化学C(sp)-H乙酰氧基化反应。

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

作者信息

Ogawa Daisuke, Sasaki Ayumu, Kochi Takuya, Kakiuchi Fumitoshi

机构信息

Department of Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.

JST, CREST, 4-1-8 Honcho, Kawaguchi, Saitama, 332-0012, Japan.

出版信息

Org Biomol Chem. 2024 Sep 25;22(37):7696-7701. doi: 10.1039/d4ob01241k.

Abstract

Palladium-catalyzed electrochemical C(sp)-H acetoxylation to prepare 1,2-diol derivatives was achieved using oxime ethers as -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) along with NaOAc/AcO/AcOH under anodic oxidation conditions.

摘要

以肟醚为导向基团,实现了钯催化的电化学C(sp)-H乙酰氧基化反应,用于制备1,2-二醇衍生物。在阳极氧化条件下,仅使用催化量的Pd(OAc)以及NaOAc/AcO/AcOH,各种在α位带有甲基支链的含烷氧基底物以及降冰片-2-醇衍生物都能进行乙酰氧基化反应。

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