The ruthenium catalyzed formation of chiral dihydropyrrolones from alpha,beta-unsaturated imines: extending the reaction to terminal alkenes and investigating the formation of pyrroles as side-products
TETRAHEDRON. Bd. 59. H. 43. 2003 S. 8499 - 8507
Erscheinungsjahr: 2003
ISBN/ISSN: 0040-4020
Publikationstyp: Zeitschriftenaufsatz
Doi/URN: 10.1016/j.tet.2003.09.026
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Inhaltszusammenfassung
The reaction of alpha,beta-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. (C) 2003 Elsevier Ltd. All rights reserved.
