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Synthesis of (+)-Schisanwilsonene A by Tandem Gold-Catalyzed Cyclization/1,5-Migration/Cyclopropanation

2013; Wiley; Volume: 52; Issue: 25 Linguagem: Inglês

10.1002/anie.201302411

1521-3773

Morgane Gaydou, Ricarda Miller, Nicolas Delpont, Julien Ceccon, Antonio M. Echavarren,

Cyclopropane Reaction Mechanisms

Angewandte Chemie International EditionVolume 52, Issue 25 p. 6396-6399 Communication Synthesis of (+)-Schisanwilsonene A by Tandem Gold-Catalyzed Cyclization/1,5-Migration/Cyclopropanation† Morgane Gaydou, Morgane Gaydou Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)Search for more papers by this authorDr. Ricarda E. Miller, Dr. Ricarda E. Miller Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)Search for more papers by this authorNicolas Delpont, Nicolas Delpont Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)Search for more papers by this authorDr. Julien Ceccon, Dr. Julien Ceccon Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)Search for more papers by this authorProf. Antonio M. Echavarren, Corresponding Author Prof. Antonio M. Echavarren [email protected] Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain) Departament de Química Analítica i Química Orgànica, Universitat Rovira i Virgili, C/Marcel⋅li Domingo s/n, 43007 Tarragona (Spain)Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)Search for more papers by this author Morgane Gaydou, Morgane Gaydou Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)Search for more papers by this authorDr. Ricarda E. Miller, Dr. Ricarda E. Miller Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)Search for more papers by this authorNicolas Delpont, Nicolas Delpont Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)Search for more papers by this authorDr. Julien Ceccon, Dr. Julien Ceccon Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)Search for more papers by this authorProf. Antonio M. Echavarren, Corresponding Author Prof. Antonio M. Echavarren [email protected] Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain) Departament de Química Analítica i Química Orgànica, Universitat Rovira i Virgili, C/Marcel⋅li Domingo s/n, 43007 Tarragona (Spain)Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007 Tarragona (Spain)Search for more papers by this author First published: 10 May 2013 https://doi.org/10.1002/anie.201302411Citations: 53 † We thank the MICINN (CTQ2010-16088/BQU), the European Research Council (Advanced Grant No. 321066), the AGAUR (2009 SGR 47), and the ICIQ Foundation for financial support. We also thank M. Raducan, and Dr. N. J. A. Martin for preliminary experiments and the ICIQ X-Ray diffraction unit for the X-ray diffraction structures. Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat Graphical Abstract Going (anti)viral: The first total synthesis of the antiviral (+)-schisanwilsonene A has been completed using a fully stereoselective tandem cyclization/1,5-migration/intermolecular cyclopropanation. The key reaction sequence is catalyzed by gold. Citing Literature Supporting Information As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Filename Description anie_201302411_sm_miscellaneous_information.pdf1.8 MB miscellaneous_information Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. Volume52, Issue25June 17, 2013Pages 6396-6399 RelatedInformation