This work was financially supported in part by a Waseda University Grant for Special Research Projects, a Grant-in-Aid for Scientific Research on Innovative Areas (No. 21106009), Young Scientists (No. 19890231), and the Global COE program “Center for Practical Chemical Wisdom” by MEXT.
Convergent Total Synthesis of (+)-Ophiobolin A†
Article first published online: 13 SEP 2011
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 50, Issue 40, pages 9452–9455, September 26, 2011
How to Cite
Tsuna, K., Noguchi, N. and Nakada, M. (2011), Convergent Total Synthesis of (+)-Ophiobolin A. Angew. Chem. Int. Ed., 50: 9452–9455. doi: 10.1002/anie.201104447
- Issue published online: 21 SEP 2011
- Article first published online: 13 SEP 2011
- Manuscript Received: 27 JUN 2011
- Grant-in-Aid for Scientific Research. Grant Numbers: 21106009, 19890231
- natural products;
- ring-closing metathesis;
- total synthesis
At long last: The enantioselective total synthesis of the title compound, which was isolated in 1958, proceeds by a convergent approach. The assembly of the C, D-ring fragment and the A-ring fragment of the core structure is achieved by employing a Reformatsky-type reaction. The eight-membered carbocyclic B ring is efficiently constructed by a challenging ring-closing metathesis (see scheme).