We thank Dr. J. Lim (Institute of Bioengineering and Nanotechnology, A*STAR) for assistance in obtaining the 13C NMR spectra of GE2270A (1) and GE2270T (2), and D. Tan (ICES) for assistance with high resolution mass spectrometry (HRMS). Financial support for this work was provided by A*STAR, Singapore.
Total Synthesis of Antibiotics GE2270A and GE2270T†
Article first published online: 24 OCT 2006
Copyright © 2006 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 45, Issue 46, pages 7786–7792, November 27, 2006
How to Cite
Nicolaou, K. C., Zou, B., Dethe, D. H., Li, D. B. and Chen, D. Y.-K. (2006), Total Synthesis of Antibiotics GE2270A and GE2270T. Angew. Chem. Int. Ed., 45: 7786–7792. doi: 10.1002/anie.200602798
- Issue published online: 20 NOV 2006
- Article first published online: 24 OCT 2006
- Manuscript Received: 13 JUL 2006
- hetero-Diels–Alder reaction;
- natural products;
- total synthesis
Beat the bugs: Total syntheses of the thiopeptide antibiotics GE2270A (XY=CH2CH) and GE2270T (XY=CHC) have been accomplished. The modular approach featured a hetero-Diels–Alder dimerization (A) to construct the trithiazolyl pyridine domain, and highly regioselective macrolactamizations (B) to furnish the macrocyclic core.