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  • Title: Efficient, enantioselective iminium catalysis with an immobilized, recyclable diarylprolinol silyl ether catalyst.
    Author: Mager I, Zeitler K.
    Journal: Org Lett; 2010 Apr 02; 12(7):1480-3. PubMed ID: 20201561.
    Abstract:
    A highly efficient approach for the synthesis, application, and recycling of immobilized diarylprolinol silyl ethers was developed. The MeOPEG-supported Jørgensen-Hayashi catalyst provides unchanged reactivity and selectivity as compared to the homogeneous catalyst, as demonstrated for the Michael addition of nitromethane to alpha,beta-unsaturated aldehydes via iminium activation. In addition, the immobilization allows for a simple, column-free isolation of pure, sensitive aldehyde products and therefore may be useful for application in more complicated syntheses.
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