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 as key intermediates. Our methodology provides an efficient entry to the iridoid framework.
Marqués-López
Eugenia
E
TU Dortmund University, Otto-Hahn-Str. 6, D-44227 Dortmund, Germany.
Herrera
Raquel P
RP
Marks
Timo
T
Jacobs
Wiebke C
WC
Könning
Daniel
D
de Figueiredo
Renata M
RM
Christmann
Mathias
M
D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003429:Cross Reactions; D018360:Crystallography, X-Ray / Q000379:methods; D003500:Cyclization; D006861:Hydrogen Peroxide / Q000737:chemistry; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry* / Q000145:classification; D013237:Stereoisomerism
D002244:Carbon; D006861:Hydrogen Peroxide; D010100:Oxygen