Crossed Intramolecular Rauhut−Currier-Type Reactions via Dienamine Activation

Crossed Intramolecular Rauhut−Currier-Type Reactions via Dienamine Activation

The intramolecular Rauhut−Currier reaction creates a carbon−carbon bond between two tethered Michael acceptors. Previous asymmetric versions have relied on 1,4-additions of chiral nucleophilic catalysts. Herein, we investigate a novel strategy that involves the formation of electron rich dienamines...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2009-09, Vol.11 (18), p.4116-4119
Hauptverfasser: Marqués-López, Eugenia, Herrera, Raquel P, Marks, Timo, Jacobs, Wiebke C, Könning, Daniel, de Figueiredo, Renata M, Christmann, Mathias
Format: Artikel
Sprache:eng
Schlagworte:
Carbon - chemistry
Catalysis
Chemical Sciences
Combinatorial Chemistry Techniques
Cross Reactions
Crystallography, X-Ray - methods
Cyclization
Hydrogen Peroxide - chemistry
Molecular Structure
Organic chemistry
Oxygen - chemistry
Oxygen - classification
Stereoisomerism
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The intramolecular Rauhut−Currier reaction creates a carbon−carbon bond between two tethered Michael acceptors. Previous asymmetric versions have relied on 1,4-additions of chiral nucleophilic catalysts. Herein, we investigate a novel strategy that involves the formation of electron rich dienamines as key intermediates. Our methodology provides an efficient entry to the iridoid framework.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol901614t