Generous financial support by the MPG, NSERC (fellowship to L.M.), and the Fonds der Chemischen Industrie is gratefully acknowledged. We thank the colleagues in our HPLC, NMR, and X-ray departments for excellent support, and Umicore AG & Co KG, Hanau, for a gift of noble-metal salts.
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Communication
On the Nature of the Reactive Intermediates in Gold-Catalyzed Cycloisomerization Reactions†
Article first published online: 27 MAY 2008
DOI: 10.1002/anie.200800934
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Fürstner, A. and Morency, L. (2008), On the Nature of the Reactive Intermediates in Gold-Catalyzed Cycloisomerization Reactions. Angew. Chem. Int. Ed., 47: 5030–5033. doi: 10.1002/anie.200800934
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Publication History
- Issue published online: 16 JUN 2008
- Article first published online: 27 MAY 2008
- Manuscript Received: 26 FEB 2008
Funded by
- MPG
- NSERC
- Fonds der Chemischen Industrie
Keywords:
- carbenes;
- carbocations;
- gold;
- homogeneous catalysis;
- platinum
A gold rush: The Stork–Eschenmoser postulate explaining the course and stereoselectivity of cationic polyene cyclization reactions also holds true for cycloisomerization reactions catalyzed by gold. This result suggests that the pertinent intermediates (see scheme) are more adequately described as gold- stabilized carbocations rather than as gold carbenes. E=COOMe, L=neutral ligand.