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Zn(II)-Catalyzed Synthesis of Piperidines from Propargyl Amines and Cyclopropanes

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journal contribution
posted on 20.08.2009 by Terry P. Lebold, Andrew B. Leduc, Michael A. Kerr
The reaction of benzyl-protected propargyl amines and 1,1-cyclopropane diesters in the presence of catalytic Zn(NTf2)2 allows access to highly functionalized piperidines in excellent yields. The process proceeds via a tandem cyclopropane ring-opening/Conia−ene cyclization.