Organocatalytic Activation of Polycyclic Aromatic Compounds for Asymmetric Diels-Alder Reactions

被引:68
|
作者
Jiang, Hao [1 ]
Rodriguez-Escrich, Carles [1 ]
Johansen, Tore Kiilerich [1 ]
Davis, Rebecca L. [1 ]
Jorgensen, Karl Anker [1 ]
机构
[1] Aarhus Univ, Dept Chem, DK-8000 Aarhus C, Denmark
关键词
anthracene activation; aromaticity; asymmetric catalysis; Diels-Alder reaction; organocatalysis; BETA-SULFONYLNITROOLEFINS; NITRO-COMPOUNDS; ANTHRACENE; CATALYSIS; DERIVATIVES; ANTHRONES; TETRACYANOETHYLENE; REGIOSELECTIVITY; TRANSFORMATIONS; THERMOCHEMISTRY;
D O I
10.1002/anie.201205836
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The anglerfish catalyst: The activation of anthracenes through aminocatalysis (see scheme) allows them to undergo [4+2] cycloadditions with concomitant breaking of the aromaticity at room temperature and low catalyst loadings. A highly enantioselective Diels-Alder reaction of anthracenes has been developed using nitroalkenes as dienophiles. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:10271 / 10274
页数:4
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