Crossed intramolecular Rauhut−Currier-type reactions via dienamine activation

Trabajo presentado como póster al 3.Tag der Chemie celebrado en Dortmund (Alemania) en 2010.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.Financial support was provided by the DFG (SPP1179), the Fonds der Chemischen Industrie (Dozentenstipendium to M. C.), the Alexander von Humboldt Foundation (fellowship to E. M.-L.) and the Aragón I+D Foundation and the Spanish Ministry of Science and Innovation (Programa Nacional de Movilidad de Recursos Humanos del Plan Nacional de I-D+I 2008-2011) and CSIC (PIE 200880I260) (R. P. H.).Peer Reviewe

Crossed Intramolecular Rauhut−Currier-Type Reactions via Dienamine Activation

International audienceThe 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