Anodic Oxidation and Organocatalysis: Direct Regio- and Stereoselective Access to meta-Substituted Anilines by α-Arylation of Aldehydes

被引:156
作者
Jensen, Kim L. [1 ]
Franke, Patrick T. [1 ]
Nielsen, Lasse T. [1 ]
Daasbjerg, Kim [1 ]
Jorgensen, Karl Anker [1 ]
机构
[1] Aarhus Univ, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, Denmark
基金
新加坡国家研究基金会;
关键词
aldehydes; aromatic compounds; dihydrobenzofurans; electrochemistry; organocatalysis; ELECTROCHEMICAL SYNTHESIS; ASYMMETRIC-SYNTHESIS; ALPHA; BETA-UNSATURATED ALDEHYDES; ENANTIOSELECTIVE SYNTHESIS; MICHAEL REACTIONS; CATALYSIS; CASCADE; DERIVATIVES; ALKYLATION; CHEMISTRY;
D O I
10.1002/anie.200904754
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure presented) What's the potential? An anodic oxidation/ organocatalytic α-arylation of aldehydes using substituted electron-rich aromatic compounds has been developed. The method gives access to meta-substituted anilines and dihydrobenzofurans in good yields and excellent enantioselectivity (see scheme; Pg=protecting group). This method is an example of a new concept combining organocatalysis with electrochemistry. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:129 / 133
页数:5
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