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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 01期

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

页码：129 / 133

页数：5

共 23 条

[21] Regio- and stereoselective palladium(0)-catalyzed alkylation of vinyloxiranes with non-stabilized lithium esters enolates nucleophiles. A direct access to highly functionalized allylic alcohols.
Elliott, MR
Dhimane, AL
Malacria, M
TETRAHEDRON LETTERS, 1998, 39 (48) : 8849 - 8852
[22] Phosphine-Free Ru-Catalyzed Regio- and Stereoselective Addition of Benzoic Acids to Trifluoromethylated Alkynes toward Facile Access to Trifluoromethyl Group-Substituted (E)-Enol Esters
Liu, Guangyuan
Zhang, Xingxing
Kuang, Guanghua
Lu, Naihao
Fu, Yang
Peng, Yiyuan
Xiao, Qiang
Zhou, Yirong
ACS OMEGA, 2020, 5 (08): : 4158 - 4166
[23] Regio- and stereoselective ring-opening of chiral 1,3-oxazolidin-2-one derivatives by organocopper reagents provides novel access to di-, tri- and tetra-substituted alkene dipeptide isosteres
Oishi, S
Niida, A
Kamano, T
Miwa, Y
Taga, T
Odagaki, Y
Hamanaka, N
Yamamoto, M
Ajito, K
Tamamura, H
Otaka, A
Fujii, N
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (15): : 1786 - 1793

← 1 2 3 →