A highly regioselective and stereoselective difunctionalization reaction of 1,3-diene with amine and disilane to form C-N and C-Si bonds via a one-step Pd/Cu/O2 system is disclosed. The difunctionalization reaction affords allylic silanes, including the allylic amine moiety, in up to 92 % yield in the absence of any acid, base, or external ligand. The developed synthetic methodology can be scaled to 100 g in high yield with high Z-selectivity, which demonstrates the feasibility of the reaction for industrial applications.
Keywords: difunctionalization; molecular oxygen; oxidative amination; palladium; regio- and stereoselective.
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