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Planar‐Chiral Thioureas as Hydrogen‐Bond Catalysts
Author(s) -
Schneider Jakob F.,
Falk Florian C.,
Fröhlich Roland,
Paradies Jan
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901353
Subject(s) - enantiopure drug , chemistry , thiourea , bifunctional , catalysis , enantioselective synthesis , alkylation , friedel–crafts reaction , transfer hydrogenation , hydrogen bond , indole test , combinatorial chemistry , organic chemistry , organic synthesis , molecule , ruthenium
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.