Stereoselective synthesis of nitrogen-containing polycyclic natural products using C-N axial chirality

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Stereoselective synthesis of oxindoles having a C3-stereogenic center isdeveloped for the synthesis of nitrogen-containing polycyclic natural products. The C3-stereochemistry could be controlled by an axial chirality on the C-N bond of monosubstituted N-aryl oxindoles in the moderate to high diastereoselective manner. This method allows us to synthesize a variety of oxindoles having substituents which can be seen in polycyclic alkaloids. The aryl moiety on the obtained oxindoles could be removed under the mild conditions.