The ruthenium catalyzed formation of chiral dihydropyrrolones from α,β-unsaturated imines: extending the reaction to terminal alkenes and investigating the formation of pyrroles as side-products |
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Authors: | Daniel Dö nneckeWolfgang Imhof |
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Affiliation: | Institute of Inorganic and Analytical Chemistry, Friedrich-Schiller-University Jena, August-Bebel-Str. 2, 07743 Jena, Germany |
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Abstract: | The reaction of α,β-unsaturated imines derived from cinnamaldehyde with CO and various alkenes produces chiral 1,3-dihydropyrrolone derivatives. As a byproduct the formation of 2,3-disubstituted pyrroles is observed in every reaction. If the imines are reacted with ethylene only, products with an ethyl group at C-3 of the imine chain are formed. The implications of these findings on the reaction mechanism are discussed. |
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Keywords: | catalysis C-H activation ruthenium pyrrolones pyrroles |
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