We gratefully acknowledge the useful suggestions of Prof. Dr. Takayuki Doi (Tohoku University).
Stereocontrolled Synthesis of Trichodermatide A†
Article first published online: 18 FEB 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 13, pages 3646–3649, March 25, 2013
How to Cite
Shigehisa, H., Suwa, Y., Furiya, N., Nakaya, Y., Fukushima, M., Ichihashi, Y. and Hiroya, K. (2013), Stereocontrolled Synthesis of Trichodermatide A. Angew. Chem. Int. Ed., 52: 3646–3649. doi: 10.1002/anie.201210099
- Issue published online: 20 MAR 2013
- Article first published online: 18 FEB 2013
- Manuscript Received: 18 DEC 2012
- diastereoselective protection;
- natural products;
- total synthesis
Hard core made easy: The pentacyclic core of trichodermatide A was stereoselectively synthesized from a bis(1,3-cyclohexanedione) derivative by a ring-closing reaction followed by an intramolecular ketal formation (see scheme; PPTS=pyridinium p-toluenesulfonate). The first total synthesis of trichodermatide A was then completed by the introduction of three hydroxy groups.