Primary amine products have been prepared using zirconium-catalyzed hydroaminoalkylation of alkenes with -silylated benzylamine substrates. Catalysis using commercially available Zr(NMe) affords an alternative disconnection to access α-arylated primary amines upon aqueous workup. Substrate-dependent regio- and diastereoselectivity of the reaction is observed. Bulky substituents on the terminal alkene exclusively generate the linear regioisomer. This atom-economic catalytic strategy for the synthesis of building blocks that can undergo further synthetic elaboration is highlighted in the preparation of trifluoroethylated α-arylated amines.
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| http://dx.doi.org/10.1021/jacs.9b10465 | DOI Listing |
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