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A racemic formal total synthesis of clavukerin A using gold(I)-catalyzed cycloisomerization of 3-methoxy-1,6-enynes as the key strategy

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      Summary

      An efficient formal total synthesis of (±)-clavukerin A was accomplished via a gold-catalyzed cycloisomerization of a 3-methoxy-1,6-enyne 5 as the key strategy followed by Rh-catalyzed stereoselective hydrogenation of the cycloheptenone 4.

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      Gold-catalyzed organic reactions.

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        Gold Catalysis

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          Catalytic Carbophilic Activation: Catalysis by Platinum and Gold π Acids

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            Author and article information

            Affiliations
            [1 ]Department of Chemistry, POSTECH (Pohang University of Science and Technology), Hyoja-dong san 31, Nam-gu, Pohang, Kyungbook, Republic of Korea 790-784
            Contributors
            Role: Guest Editor
            Journal
            Beilstein J Org Chem
            Beilstein Journal of Organic Chemistry
            Beilstein-Institut (Trakehner Str. 7-9, 60487 Frankfurt am Main, Germany )
            1860-5397
            2011
            1 June 2011
            : 7
            : 740-743
            21804869
            3135252
            10.3762/bjoc.7.84
            (Guest Editor)
            Copyright © 2011, Cheong and Rhee; licensee Beilstein-Institut.

            This is an Open Access article under the terms of the Creative Commons Attribution License ( http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

            The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: ( http://www.beilstein-journals.org/bjoc)

            Categories
            Letter
            Chemistry
            Organic Chemistry

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