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
收藏
页码：5259 / 5263
页数：5
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