Financial support from the National Institutes of Health (R01 GM-073855) is gratefully acknowledged. We thank Prof. Stéphane Roche (Florida Atlantic University) and Prof. James Cook (University of Wisconsin-Milwaukee) for helpful discussions, and Dr. Jeffrey Bacon (Boston University) for X-ray crystal structure analysis.
Development of an Alkaloid–Pyrone Annulation: Synthesis of Pleiomaltinine†
Article first published online: 15 AUG 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 37, pages 9348–9351, September 10, 2012
How to Cite
Ziegler, R. E., Tan, S.-J., Kam, T.-S. and Porco, J. A. (2012), Development of an Alkaloid–Pyrone Annulation: Synthesis of Pleiomaltinine . Angew. Chem. Int. Ed., 51: 9348–9351. doi: 10.1002/anie.201204093
- Issue published online: 5 SEP 2012
- Article first published online: 15 AUG 2012
- Manuscript Received: 25 MAY 2012
- National Institutes of Health. Grant Number: R01 GM-073855
- natural products;
- quinone methides
Odd Couple: A method for the synthesis of alkaloid-pyrones using a novel pyrone annulation of β-carbolines and indoles with 3-siloxy-4-pyrones is reported. The approach has enabled synthesis of the unusual alkaloid-pyrone pleiomaltinine from the plant-derived indole-alkaloid pleiocarpamine (see Scheme; TBS= tert-butyldimethylsilyl).