Abstract

The intramolecular hydroamination of hindered alkenes has been developed as a versatile route to heterocyclic systems. The current process utilizes the unhindered catalyst system [CpTMS2LnMe]2 (Ln = Sm, Nd) to effect the cyclization of hindered amino olefins, providing products containing quaternary centers. The process tolerates a wide variety of substitution patterns, allowing the construction of monocyclic as well as fused and bridged bicyclic heterocycles. Two experimental procedures were employed in this study: one without solvent, minimizing waste streams, the other in deuterated solvents, allowing NMR monitoring of the reaction. The yield of each reaction was high, with NMR analysis of the reactions in progress showing clean conversion from starting material to a single product in most cases.

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