Kastl Robert, Arakawa Yukihiro, Duschmalé Jörg, Wiesner Markus, Wennemers Helma
ETH Zürich, Laboratorium für Organische Chemie, Wolfgang-Pauli-Str. 10, CH-8093 Zürich.
Chimia (Aarau). 2013;67(4):279-82. doi: 10.2533/chimia.2013.279.
Conjugate addition reactions of aldehydes to nitroolefins provide synthetically useful gamma-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.
醛与硝基烯烃的共轭加成反应可生成具有合成价值的γ-硝基醛。在此，我们总结了关于肽催化醛与不同取代硝基烯烃的共轭加成反应的研究。我们表明，一般类型为脯氨酸-脯氨酸-Xaa（Xaa = 酸性氨基酸）的肽不仅是高活性、稳健且具有立体选择性的催化剂，而且还具有显著的化学选择性。
