Mono- and Disubstituted N,N-Dialkylcyclopropylamines from Dialkylformamides via Ligand-Exchanged Titanium-Alkene Complexes
Armin de Meijere*, Craig M. Williams, Alexandre Kourdioukov, Sergei V. Sviridov, Vladimir Chaplinski, Markus Kordes, Andrei I. Savchenko, Christian Stratmann, Mathias Noltemeyer
*Institut für Organische Chemie Georg-August-Universität Göttingen
Tammannstrasse 2, 37077 Göttingen, Germany, Email: armin.demeijere
chemie.uni-goettingen.de
A. de Meijere, C. M. Williams, A. Kourdioukov, S. V. Sviridov, V. Chaplinski, M. Kordes, A. I. Savchenko, C. Stratmann, M. Noltemeyer, Chem. Eur. J., 2006, 3789-3801.
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Abstract
Dibenzylformamide was treated with cyclohexylmagnesium bromide in the presence of either titanium tetraisopropoxide or methyltitanium triisopropoxide and a variety of cyclic and acyclic alkenes and alkadienes to give new mono- and disubstituted as well as bicyclic dialkylcyclopropylamines in moderate to good yields.
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Primary 1-Arylcyclopropylamines from Aryl Cyanides with Diethylzinc and Titanium Alkoxides
S. Wiedemann, D. Frank, H. Winsel, A. de Meijere, Org. Lett., 2003, 5, 753-755.
Key Words
Kulinkovich-de Meijere Reaction, amines, cyclopropanation, cyclopropylamines, N ligands, titanium, transition metals
ID: JXX-Y2002-1780
