We thank Dr. D. H. Huang and Dr. R. Chadha for assistance with NMR spectroscopic and X-ray crystallographic analyses, respectively. Financial support for this work was provided by the Skaggs Institute for Research (predoctoral fellowship to S.T.H.).
Total Synthesis of Abyssomicin C and atrop-Abyssomicin C†
Article first published online: 24 APR 2006
Copyright © 2006 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 45, Issue 20, pages 3256–3260, May 12, 2006
How to Cite
Nicolaou, K. C. and Harrison, S. T. (2006), Total Synthesis of Abyssomicin C and atrop-Abyssomicin C. Angew. Chem. Int. Ed., 45: 3256–3260. doi: 10.1002/anie.200601116
- Issue published online: 5 MAY 2006
- Article first published online: 24 APR 2006
- Manuscript Received: 21 MAR 2006
- natural products;
- total synthesis
Into the abyss: A total synthesis of abyssomicin C (1) through a metathesis-based strategy offers a highly convergent approach to the construction of analogues. A novel and potent atropisomer of the natural product 1 was thus discovered, namely atrop-abyssomicin C (2), which reveals subtle yet important structural differences to 1 (see structures; O red, C gray, H white).