Crossed Intramolecular Rauhut-Currier-Type Reactions via Dienamine Activation
Eugenia Marqués-López, Raquel P. Herrera, Timo Marks, Wiebke C. Jacobs, Daniel Könning, Renata M. de Figueiredo, Mathias Christmann. Crossed Intramolecular Rauhut-Currier-Type Reactions via Dienamine Activation. Org. Lett.. 2009, Vol. 01/11/09, p. 4116-2009.
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
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