Journal
ORGANIC LETTERS
Volume 12, Issue 7, Pages 1480-1483Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol100166z
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- DBU
- Fonds der Chemischen Industrie
- DFG
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A highly efficient approach for the synthesis, application, and recycling of Immobilized diarylprolinol silyl ethers was developed. The MeOPEG-supported Jorgensen-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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