Efficient, Enantioselective Iminium Catalysis with an Immobilized, Recyclable Diarylprolinol Silyl Ether Catalyst
Ina Mager and Kirsten Zeitler*
*Institut für Organische Chemie, Universität Regensburg,
Universitätsstrasse 31, D-93053 Regensburg, Germany, Email: kirsten.zeitler
chemie.uni-regensburg.de
I. Mager, K. Zeitler, Org. Lett., 2010, 12, 1480-1483.
DOI: 10.1021/ol100166z
Abstract
In a Michael addition of nitromethane to α,β-unsaturated aldehydes via iminium activation, a MeOPEG-supported, recyclable Jørgensen-Hayashi catalyst provides unchanged reactivity and selectivity as compared to the homogeneous catalyst. The immobilization enables 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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Key Words
Nitro Compounds, Organocatalysis
ID: J54-Y2010-0900
