Michael Warsitz

Michael Warsitz

Carl von Ossietzky University, Germany
Regioselective Hydroaminoalkylation of Alkyl-Substituted Alkenes with Secondary Amines
Abstract:

Hydroaminoalkylation reactions of alkenes[1] with secondary amines which in principle deliver branched or linear products can be achieved in the presence of a variety of group 4 and group 5 metal-catalysts. While the latter catalysts are known to selectively form the branched products, titanium catalysts have already been used successfully for the formation of linear hydroaminoalkylation products from aryl-substituted alkenes. We now present the first examples of titanium-catalyzed hydroaminoalkylation reactions of alkyl-substituted alkenes which deliver the linear isomers as the major product. Due to the fact that the regioselectivity of the hydroaminoalkylation strongly depends on steric effects, a simple use of N-methylanilines as substrates is not successful. For that reason, a new two-step procedure that includes the use of a temporarily α-silylatedamine substrate was developed.