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      Recent developments in gold-catalyzed cycloaddition reactions

      review-article
      1 , , 2 ,
      Beilstein Journal of Organic Chemistry
      Beilstein-Institut
      alkene, alkyne, allene, catalysis, cycloaddition, gold

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          Summary

          In the last years there have been extraordinary advances in the development of gold-catalyzed cycloaddition processes. In this review we will summarize some of the most remarkable examples, and present the mechanistic rational underlying the transformations.

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          Most cited references102

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          Ligand effects in homogeneous Au catalysis.

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            Relativistic effects in homogeneous gold catalysis.

            Transition-metal catalysts containing gold present new opportunities for chemical synthesis, and it is therefore not surprising that these complexes are beginning to capture the attention of the chemical community. Cationic phosphine-gold(i) complexes are especially versatile and selective catalysts for a growing number of synthetic transformations. The reactivity of these species can be understood in the context of theoretical studies on gold; relativistic effects are especially helpful in rationalizing the reaction manifolds available to gold catalysts. This Review draws on experimental and computational data to present our current understanding of homogeneous gold catalysis, focusing on previously unexplored reactivity and its application to the development of new methodology.
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              Gold and platinum catalysis--a convenient tool for generating molecular complexity.

              This critical review intends to familiarize the reader with the essence of pi-acid catalysis, in particular with reactions or reaction cascades effected by gold and platinum complexes. Even though materialized in apparently different reactivity modes, such noble metal catalyzed processes can be easily rationalized on the basis of a uniform mechanistic scheme that is outlined in detail. The resulting increase in molecular complexity is illustrated by selected natural product total syntheses and the formation of various intricate non-natural compounds (106 references).
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                Author and article information

                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
                9 August 2011
                : 7
                : 1075-1094
                Affiliations
                [1 ]Instituto de Química Orgánica General, CSIC, C/ Juan de la Cierva 3, 28006, Madrid, Spain, (+) 34 915622900, Fax: (+) 34 915644853
                [2 ]Departamento de Química Orgánica, Centro Singular de Investigación en Química Biológica y Materiales Moleculares, y Unidad Asociada al CSIC. Universidad de Santiago de Compostela, Avda. de las Ciencias, s/n, 15782, Santiago de Compostela, Spain, (+) 34 981563100 Fax: (+) 34 981595012
                Article
                10.3762/bjoc.7.124
                3167873
                21915211
                e5fe57f7-8332-400b-b995-9245009c8a21
                Copyright © 2011, López and Mascareñas; 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)

                History
                : 16 May 2011
                : 14 July 2011
                Categories
                Review
                Chemistry
                Organic Chemistry

                Organic & Biomolecular chemistry
                alkene,alkyne,allene,catalysis,cycloaddition,gold
                Organic & Biomolecular chemistry
                alkene, alkyne, allene, catalysis, cycloaddition, gold

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