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We would like to thank NIH-NIGMS (RO1 GM086584) and Cornell University for support of this synthetic program. Fellowships from an NIH Chemical Biology Interface Grant (NAM) and the Hunter Rawlings Presidential Scholar Program (EAB) are gratefully acknowledged.
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Communication
A Concise Ring-Expansion Route to the Compact Core of Platensimycin†
Article first published online: 1 OCT 2009
DOI: 10.1002/anie.200903347
Copyright © 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
McGrath, Nicholas A., Bartlett, Emily S., Sittihan, S. and Njardarson, Jon T. (2009), A Concise Ring-Expansion Route to the Compact Core of Platensimycin. Angew. Chem. Int. Ed., 48: 8543–8546. doi: 10.1002/anie.200903347
- †
Publication History
- Issue published online: 20 OCT 2009
- Article first published online: 1 OCT 2009
- Manuscript Received: 19 JUN 2009
Funded by
- NIH-NIGMS. Grant Number: RO1 GM086584
- Cornell University
Keywords:
- copper;
- natural products;
- oxiranes;
- platensimycin;
- total synthesis
Oxatropanes from oxiranes: An expedient assembly of the compact platensimycin core is described. The synthetic approach relies on a Suzuki cross-coupling, a late-stage dearomatization reaction, and a copper-catalyzed vinyl oxirane ring expansion for accessing the oxatropane moiety of the natural product.