Open AccessPeptide-catalyzed 1,4-Addition Reactions of Aldehydes to Nitroolefins
Author(s) -
Robert Kastl,
Yukihiro Arakawa,
Jörg Duschmalé,
Markus Wiesner,
Helma Wennemers
Publication year - 2013
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.2013.279
Subject(s) - conjugate , catalysis , addition reaction , stereoselectivity , chemistry , peptide , combinatorial chemistry , amino acid , organic chemistry , biochemistry , mathematics , mathematical analysis
Conjugate addition reactions of aldehydes to nitroolefins provide synthetically useful ?-nitroaldehydes. Here we summarize our research on peptide-catalyzed conjugate addition reactions of aldehydes to differently substituted nitroolefins. We show that peptides of the general type Pro-Pro-Xaa (Xaa = acidic amino acid) are not only highly active, robust and stereoselective catalysts but have also remarkable chemoselectivities.