We gratefully acknowledge the Southwestern Medical Foundation and the Welch Foundation for financial support. We also thank Dr. Radha Akella for the X-ray analyses.
Regiocontrol in MnIII-Mediated Oxidative Heterobicyclizations: Access to the Core Skeletons of Oroidin Dimers†
Article first published online: 31 MAY 2006
Copyright © 2006 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 45, Issue 26, pages 4345–4348, June 26, 2006
How to Cite
Tan, X. and Chen, C. (2006), Regiocontrol in MnIII-Mediated Oxidative Heterobicyclizations: Access to the Core Skeletons of Oroidin Dimers. Angew. Chem. Int. Ed., 45: 4345–4348. doi: 10.1002/anie.200601208
- Issue published online: 16 JUN 2006
- Article first published online: 31 MAY 2006
- Manuscript Received: 27 MAR 2006
- cascade reactions;
- natural products;
- radical reactions;
- synthetic methods
In control: A cyclization reaction of an allylic β-imidazolinonyl-β-ketoester 1 is carried out in a MnIII-promoted radical cascade. The reaction pathway (5-exo/6-endo or 5-exo/5-exo) can be directed to construct the central cyclopentyl and cyclohexenyl core skeletons (2 and 3) of two classes of oroidin dimers with regiocontrol. An oxidative rearrangement can also be used to convert 2 into 3. PG=protecting group.