CHIMIA (Apr 2013)

Peptide-catalyzed 1,4-Addition Reactions of Aldehydes to Nitroolefins

  • Robert Kastl,
  • Yukihiro Arakawa,
  • Jörg Duschmalé,
  • Markus Wiesner,
  • Helma Wennemers

DOI
https://doi.org/10.2533/chimia.2013.279
Journal volume & issue
Vol. 67, no. 4

Abstract

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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.

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