Electrochemical, Manganese-Assisted Carbon-Carbon Bond Formation between β-Keto Esters and Silyl Enol Ethers

被引：27

作者：

Strehl, Julia ^{[1
]}

Hilt, Gerhard ^{[1
]}

机构：

[1] Carl von Ossietzky Univ Oldenburg, Inst Chem, Carl von Ossietzky Str 9-11, D-26111 Oldenburg, Germany

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 13期

关键词：

OXIDATIVE SYNTHESIS; AMMONIUM-NITRATE; ELECTROSYNTHESIS; COMPLEXES; 1,4-DIKETONES; ALKYLATION; ACETATE; AMIDES; ACID;

D O I：

10.1021/acs.orglett.9b01866

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The electrochemical carbon-carbon bond formation process between beta-keto esters and silyl enol ethers was investigated utilizing manganese salts. The tricarbonyl compounds were generated in moderate to good yields under neutral conditions. Control experiments revealed that an electro-generated base at the cathode is important. Electro-analytical measurements with a Mn(TPA) complex suggested that the oxidation of the silyl enol ether is the first step in the oxidation process initiated by a corresponding Mn(IV) species.

引用

页码：5259 / 5263

页数：5