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Chiral C2-Symmetric Cu(II) Complex Immobilized in Ionic Liquids: A Recoverable Catalytic System for Enantioselective Hetero-Diels-Alder Reaction

Yong Je Shin, Chang-Eun Yeom, Mi Jeong Kim, B. Moon Kim*

*Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul, 151-747, Korea, Email:

Y. J. Shin, C.-E. Yeom, M. Jeong, B. M. Kim, Synlett, 2008, 89-93.

DOI: 10.1055/s-2007-1000830


Hydrophobic ionic liquids such as [Bmim]PF6 are powerful media for bis(oxazoline)-copper-catalyzed asymmetric hetero-Diels-Alder reactions, that allow a convenient catalyst recycling. The reactivities and stereoselectivities were comparable to those of the corresponding homogeneous reactions. Furthermore, the reaction was remarkably accelerated in [Bmim]PF6 compared to dichloromethane.

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Key Words

Diels-Alder Reaction, 3,4-dihydro-2H-pyrans, ionic liquids, catalyst recycling, chiral bis(oxazoline)-copper complex

ID: J60-Y2008-0060