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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
Authors:Daniel Dö  nneckeWolfgang Imhof
Affiliation:Institute of Inorganic and Analytical Chemistry, Friedrich-Schiller-University Jena, August-Bebel-Str. 2, 07743 Jena, Germany
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.
Keywords:catalysis   C-H activation   ruthenium   pyrrolones   pyrroles
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