Planar-Chiral Thioureas as Hydrogen-Bond Catalysts

被引:59
|
作者
Schneider, Jakob F. [1 ]
Falk, Florian C. [1 ]
Froehlich, Roland [2 ]
Paradies, Jan [1 ]
机构
[1] Karlsruhe Inst Technol, D-76131 Karlsruhe, Germany
[2] Univ Munster, D-48149 Munster, Germany
关键词
Thioureas; Hydrogen bonds; Cyclophanes; Organocatalysis; Chirality; ASYMMETRIC CATALYSIS; MACRO RINGS; LIGANDS; CARBENE; ORGANOCATALYSIS; DERIVATIVES; COMPLEXES; ACID;
D O I
10.1002/ejoc.200901353
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of the first enantiopure planar-chiral thiourea catalysts is herewith described. New catalysts 1-3 were applied in asymmetric transformations, such as the Friedel-Crafts alkylation of indole, as well as in the transfer hydrogenation of nitroolefins. Bifunctional catalysts 2 and 3 exhibit enhanced activity in the investigated reactions, demonstrating their potential for organic synthesis.
引用
收藏
页码:2265 / 2269
页数:5
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