Support from the Ministry of science and technological development is acknowledged (Project No. 172027). We are grateful to Prof. Vladimir Divjakovic (University of Novi Sad) for performing X-ray structural analysis, and to Prof. Milan Stojanovic (Columbia University) for helpful discussions.
Total Synthesis of (−)-atrop-Abyssomicin C†
Article first published online: 23 APR 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 23, pages 5687–5691, June 4, 2012
How to Cite
Bihelovic, F. and Saicic, R. N. (2012), Total Synthesis of (−)-atrop-Abyssomicin C. Angew. Chem. Int. Ed., 51: 5687–5691. doi: 10.1002/anie.201108223
- Issue published online: 30 MAY 2012
- Article first published online: 23 APR 2012
- Manuscript Revised: 5 MAR 2012
- Manuscript Received: 22 NOV 2011
- Ministry of science and technological development. Grant Number: 172027
- natural products;
- total synthesis
Rolling in the deep: An enantioselective synthesis of a marine antibiotic (−)-atrop-abyssomicin C (see scheme) is described. The key steps of the synthetic sequence are the application of dual catalysis in the formation of the cyclohexane core, the gold-catalyzed formation of a tricyclic spirotetronate unit, and a highly efficient eleven-membered ring closure by a Nozaki–Hiyama–Kishi reaction.