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A Stereoselective Synthesis of (+)-Gonyautoxin 3

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Department of Chemistry, Stanford University, Stanford, California 94305-5080
Cite this: J. Am. Chem. Soc. 2008, 130, 38, 12630–12631
Publication Date (Web):August 29, 2008
https://doi.org/10.1021/ja805651g
Copyright © 2008 American Chemical Society

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    Abstract

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    An asymmetric synthesis of the paralytic shellfish poison (PSP), (+)-gonyautoxin 3, is described. A unique, Rh-catalyzed amination reaction provides rapid access to the heteratom-rich, tricyclic core of the toxin, which is common to more than 30 related natural products. The completed route should facilitate the preparation of other naturally occurring PSPs and designed analogues thereof.

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    Analytical data for selected compounds. This material is available free of charge via the Internet at http://pubs.acs.org.

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    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    MENDELEY PAIRING EXPIRED
    Your Mendeley pairing has expired. Please reconnect