Hydroaminoalkylation is a 100% atom-economic C-C bond forming reaction using simple unprotected amines and alkenes as starting materials while avoiding the use of stoichiometric reagents. This reaction affords selectively substituted secondary amines with excellent regioselectivity, diastereoselectivity and even enantioselectivity. Most importantly this transformation takes advantage of the high reactivity, low cost and low toxicity of early transition metals.  Recent developments in this C-H functionalization reaction include the direct synthesis of a-substituted heterocycles, the development of new phosphoramidate ligated complexes for room temperature reactivity and achieving intramolecular variants of this transformation. Mechanistic insights that guide efforts to develop robust, easy to use early transition metal complexes for application in organic synthesis will be discussed.

Early transition metals in hydroaminoalkylation: Catalytic C-C bond formation via C-H activation

247th National Meeting (2014)

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