Open AccessBimorpholines as Alternative Organocatalysts in Asymmetric Aldol Reactions
Author(s) -
Kadri Kriis,
Marju Laars,
Kristin Lippur,
Tõnis Kanger
Publication year - 2007
Publication title -
chimia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.387
H-Index - 55
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/chimia.2007.232
Subject(s) - aldol reaction , organocatalysis , chemistry , aldol condensation , intramolecular force , stereoselectivity , catalysis , selectivity , proline , combinatorial chemistry , acceptor , enantioselective synthesis , organic chemistry , amino acid , physics , biochemistry , condensed matter physics
Asymmetric organocatalytic aldol condensation is discussed on the basis of intramolecular and inter-molecular reactions. In addition to the widely used proline and its derivatives an application of the new type of the organocatalyst – bimorpholines in the above-mentioned reactions is described. The new catalyst has a unique C2-symmetric skeleton with four acceptor sites that makes it stereoselective and efficient. Small changes in the structure of the catalyst lead to a remarkable loss of selectivity.