Financial support for this work was provided by Grants-in-Aid (21790009 and 20002004) from the Ministry of Education, Culture, Sports, Science and Technology of Japan.
Total Syntheses of All the Amathaspiramides†
Article first published online: 27 JAN 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 10, pages 2505–2508, March 5, 2012
How to Cite
Chiyoda, K., Shimokawa, J. and Fukuyama, T. (2012), Total Syntheses of All the Amathaspiramides. Angew. Chem. Int. Ed., 51: 2505–2508. doi: 10.1002/anie.201109221
- Issue published online: 1 MAR 2012
- Article first published online: 27 JAN 2012
- Manuscript Received: 28 DEC 2011
- Ministry of Education, Culture, Sports, Science and Technology of Japan
- spiro compounds;
- total synthesis
Six in one blow: Total syntheses of all the amathaspiramide alkaloids have been accomplished. Rapid construction of the diazaspiro[3.3]nonane core combined with regio- and diastereoselective reduction of the cyclic imide moiety with DIBAL established the route to the common structural motif. The late-stage reduction of the lactam to an imine functionality mediated by Schwartz's reagent was the key to the streamlined syntheses.