Linear Hydroaminoalkylation Products from Alkyl-Substituted Alkenes.

ABSTRACT: The regioselective conversion of alkyl-substituted alkenes into linear hydroaminoalkylation products represents a strongly desirable synthetic transformation. In particular, such conversions of N-methylamine derivatives are of great scientific interest, because they would give direct access to important amines with unbranched alkyl chains. Herein, we present a new one-pot procedure that includes an initial alkene hydroaminoalkylation with an ?-silylated amine substrate and a subsequent protodesilylation reaction that delivers linear hydroaminoalkylation products with high selectivity from simple alkyl-substituted alkenes. For that purpose, new titanium catalysts have been developed, which are able to activate the ?-C-H bond of more challenging ?-silylated amine substrates. In addition, a direct relationship between the ligand structure of the new catalysts and the obtained regioselectivity is described.

SUBMITTER: Warsitz M 

PROVIDER: S-EPMC7756280 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature