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21. Crossed Intramolecular Rauhut-Currier-Type Reactions via Dienamine Activation

E. Marqués-López, R. P. Herrera, T. Marks, W. C. Jacobs, D. Könning, R. M. de Figueiredo, M. Christmann

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.

Title
21. Crossed Intramolecular Rauhut-Currier-Type Reactions via Dienamine Activation
Author
E. Marqués-López, R. P. Herrera, T. Marks, W. C. Jacobs, D. Könning, R. M. de Figueiredo, M. Christmann
Identifier
DOI: 10.1021/ol901614t
Citation
Org. Lett. 2009, 11, 4116–4119; (highlighted in Synfacts 2009, 1276)