This work was supported by the EPSRC, AstraZeneca, and the University of Oxford. The NMR spectroscopy and mass spectrometry services at the University of Oxford are also thanked for their assistance.
Catalytic Enantioselective Total Synthesis of Hodgkinsine B†
Article first published online: 24 AUG 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 39, pages 9116–9119, September 19, 2011
How to Cite
Snell, R. H., Woodward, R. L. and Willis, M. C. (2011), Catalytic Enantioselective Total Synthesis of Hodgkinsine B. Angew. Chem. Int. Ed., 50: 9116–9119. doi: 10.1002/anie.201103864
- Issue published online: 15 SEP 2011
- Article first published online: 24 AUG 2011
- Manuscript Received: 7 JUN 2011
- asymmetric catalysis;
- natural products;
- palladium catalysis;
- total synthesis
The power of palladium: The total synthesis of the alkaloid hodgkinsine B has been achieved with just six isolated intermediates and only four chromatographic operations. The route involves a palladium-catalyzed enantioselective desymmetrizing N-allylation of meso- chimonanthine to establish the absolute configuration and elaboration of the desymmetrized core by a diastereoselective palladium-catalyzed α-oxindole arylation.