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Atom‐Economic,Regiodivergent, and Stereoselective Coupling of Imidazole Derivatives with Terminal Allenes
Authors:Kun Xu  Niels Thieme  Prof?Dr Bernhard Breit
Institution:Institut für Organische Chemie, Albert‐Ludwigs‐Universit?t Freiburg, Albertstrasse 21, 79104 Freiburg im Breisgau (Germany)
Abstract:New Rh‐ and Pd‐catalyzed regiodivergent and stereoselective intermolecular coupling reactions of imidazole derivatives with mono‐substituted allenes are herein reported. Using a RhI/Josiphos system, perfect regioselectivities and high enantiomeric excess were obtained, while a PdII/dppf system gave linear products with high regioselectivities and high E/Z selectivities. This method permits the atom economic synthesis of valuable branched and linear allylic imidazole derivatives.
Keywords:allenes  allylic compounds  asymmetric catalysis  heterocycles  rhodium
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