Construction of an All-Carbon Quaternary Stereocenter by the Peptide-Catalyzed Asymmetric Michael Addition of Nitromethane to β-Disubstituted α,β-Unsaturated Aldehydes

Pepping up Michael: An asymmetric Michael addition of nitromethane to β‐disubstituted α,β‐unsaturated aldehydes was realized by a resin‐supported peptide catalyst. Whereas the use of a low‐molecular‐weight catalyst resulted in poor yields, the peptide effectively promoted the reaction in aqueous med...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2012-12, Vol.51 (51), p.12786-12789
Hauptverfasser: Akagawa, Kengo, Kudo, Kazuaki
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Pepping up Michael: An asymmetric Michael addition of nitromethane to β‐disubstituted α,β‐unsaturated aldehydes was realized by a resin‐supported peptide catalyst. Whereas the use of a low‐molecular‐weight catalyst resulted in poor yields, the peptide effectively promoted the reaction in aqueous media with high enantioselectivity.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201206916