We thank the NIH-NIGMS (RO1 GM086584) for generous financial support of this program.
Total Synthesis of Vinigrol†
Article first published online: 1 JUL 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 33, pages 8648–8651, August 12, 2013
How to Cite
Yang, Q., Njardarson, J. T., Draghici, C. and Li, F. (2013), Total Synthesis of Vinigrol . Angew. Chem. Int. Ed., 52: 8648–8651. doi: 10.1002/anie.201304624
- Issue published online: 8 AUG 2013
- Article first published online: 1 JUL 2013
- Manuscript Received: 29 MAY 2013
- NIH-NIGMS. Grant Number: RO1 GM086584
- natural products;
- total synthesis
Carbocyclic cage fight: The substrate-controlled total synthesis of vinigrol features a strategic oxidative dearomatization/Diels–Alder cycloaddition reaction and a subsequent palladium-catalyzed cyclization cascade to construct the carbocyclic core. The C4, C9, and C12 stereocenters were installed using either reduction or oxidation reactions, and the diterpenoid core was unraveled by a ring fragmentation reaction.