These authors contributed equally to this work.
Rhodium(III)-Catalyzed Intramolecular Annulation through CH Activation: Total Synthesis of (±)-Antofine, (±)-Septicine, (±)-Tylophorine, and Rosettacin†
Article first published online: 21 AUG 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 37, pages 9372–9376, September 10, 2012
How to Cite
Xu, X., Liu, Y. and Park, C.-M. (2012), Rhodium(III)-Catalyzed Intramolecular Annulation through CH Activation: Total Synthesis of (±)-Antofine, (±)-Septicine, (±)-Tylophorine, and Rosettacin . Angew. Chem. Int. Ed., 51: 9372–9376. doi: 10.1002/anie.201204970
We gratefully acknowledge the Nanyang Technological University for the funding of this research. We thank Dr. Rakesh Ganguly for X-ray crystallographic analysis.
- Issue published online: 5 SEP 2012
- Article first published online: 21 AUG 2012
- Manuscript Received: 25 JUN 2012
- Nanyang Technological University
- CH activation;
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.