This work was supported by a grant from the National Institutes of Health (GM48498). We wish to thank Prof. H. Osada for providing NMR spectra of RK-397. M.J.M. gratefully acknowledges the National Science Foundation and also Pharmacia and Upjohn for fellowships.
The Total Synthesis of the Oxopolyene Macrolide RK-397†
Article first published online: 18 OCT 2006
Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 46, Issue 7, pages 1066–1070, February 5, 2007
How to Cite
Mitton-Fry, Mark J., Cullen, Aaron J. and Sammakia, T. (2007), The Total Synthesis of the Oxopolyene Macrolide RK-397. Angew. Chem. Int. Ed., 46: 1066–1070. doi: 10.1002/anie.200602601
- Issue published online: 29 JAN 2007
- Article first published online: 18 OCT 2006
- Manuscript Received: 29 JUN 2006
- National Institutes of Health. Grant Number: GM48498
- National Science Foundation
- asymmetric synthesis;
- total synthesis
It works both ways: The convergent total synthesis of the oxopolyene macrolide RK-397 utilizes remote asymmetric induction and a two-directional chain synthesis to prepare the polyol portion of the molecule, as well as a cross-metathesis reaction of a trienal with a terminal alkene to append the polyene to the polyol.