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Journal Article

On the Nature of the Reactive Intermediates in Gold-Catalyzed Cycloisomerization Reactions

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Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Morency,  Louis
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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anie_200800934_sm_miscellaneous_information.pdf
(Supplementary material), 124KB

Citation

Fürstner, A., & Morency, L. (2008). On the Nature of the Reactive Intermediates in Gold-Catalyzed Cycloisomerization Reactions. Angewandte Chemie International Edition, 47(27), 5030-5033. doi:10.1002/anie.200800934.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0024-B3CA-E
Abstract
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.