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Dr. Xianxiu Xu, Yu Liu and Prof. Cheol-Min Park Rhodium(III)-Catalyzed Intramolecular Annulation through C[BOND]H Activation: Total Synthesis of (±)-Antofine, (±)-Septicine, (±)-Tylophorine, and Rosettacin Angewandte Chemie International Edition 51

Version of Record online: 21 AUG 2012 | DOI: 10.1002/anie.201204970

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Annulation: The efficient synthesis of 3-hydroxyalkyl isoquinolones and 6-hydroxyalkyl 2-pyridones is enabled through the intramolecular annulation of alkyne-tethered hydroxamic esters (see scheme, Cp*=pentamethylcyclopentadienyl). The reaction features high regioselectivity, broad substrate scope, and excellent functional-group tolerance, proceeds under mild reaction conditions with low catalyst loading, and obviates the need for an external oxidant.

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