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Org Lett ; 11(18): 4116-9, 2009 Sep 17.
Article in English | MEDLINE | ID: mdl-19673513

ABSTRACT

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.


Subject(s)
Carbon/chemistry , Oxygen/chemistry , Catalysis , Combinatorial Chemistry Techniques , Cross Reactions , Crystallography, X-Ray/methods , Cyclization , Hydrogen Peroxide/chemistry , Molecular Structure , Oxygen/classification , Stereoisomerism
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