Title: Convergent Total Synthesis of (+)‐Ophiobolin A
Abstract: Angewandte Chemie International EditionVolume 50, Issue 40 p. 9452-9455 Communication Convergent Total Synthesis of (+)-Ophiobolin A† Kazuhiro Tsuna, Kazuhiro Tsuna Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555 (Japan) http://www.chem.waseda.ac.jp/nakada/Search for more papers by this authorNaoyoshi Noguchi, Naoyoshi Noguchi Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555 (Japan) http://www.chem.waseda.ac.jp/nakada/Search for more papers by this authorProf. Dr. Masahisa Nakada, Corresponding Author Prof. Dr. Masahisa Nakada [email protected] Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555 (Japan) http://www.chem.waseda.ac.jp/nakada/Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555 (Japan) http://www.chem.waseda.ac.jp/nakada/Search for more papers by this author Kazuhiro Tsuna, Kazuhiro Tsuna Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555 (Japan) http://www.chem.waseda.ac.jp/nakada/Search for more papers by this authorNaoyoshi Noguchi, Naoyoshi Noguchi Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555 (Japan) http://www.chem.waseda.ac.jp/nakada/Search for more papers by this authorProf. Dr. Masahisa Nakada, Corresponding Author Prof. Dr. Masahisa Nakada [email protected] Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555 (Japan) http://www.chem.waseda.ac.jp/nakada/Department of Chemistry and Biochemistry, Faculty of Science and Engineering, Waseda University, 3-4-1 Ohkubo, Shinjuku-ku, Tokyo 169-8555 (Japan) http://www.chem.waseda.ac.jp/nakada/Search for more papers by this author First published: 13 September 2011 https://doi.org/10.1002/anie.201104447Citations: 47 † This work was financially supported in part by a Waseda University Grant for Special Research Projects, a Grant-in-Aid for Scientific Research on Innovative Areas (No. 21106009), Young Scientists (No. 19890231), and the Global COE program “Center for Practical Chemical Wisdom” by MEXT. 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 onEmailFacebookTwitterLinkedInRedditWechat Graphical Abstract At long last: The enantioselective total synthesis of the title compound, which was isolated in 1958, proceeds by a convergent approach. The assembly of the C, D-ring fragment and the A-ring fragment of the core structure is achieved by employing a Reformatsky-type reaction. The eight-membered carbocyclic B ring is efficiently constructed by a challenging ring-closing metathesis (see scheme). Supporting Information Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Filename Description anie_201104447_sm_miscellaneous_information.pdf2.2 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. References 1K. Ishibashi, R. Nakamura, J. Agric. Chem. Soc. Jpn. 1958, 32, 739–744. 2S. Nozoe, M. Morisaki, K. Tsuda, Y. Iitaka, N. Tokahashi, S. Tamura, K. Ishibashi, M. Shirasaka, J. Am. Chem. Soc. 1965, 87, 4968–4970. 3 3aL. Canonica, A. Friecchi, U. Galli Kienle, A. Scala, Tetrahedron Lett. 1966, 7, 1329–1333; 3bS. Nozoe, K. Hirai, K. Tsuda, Tetrahedron Lett. 1966, 7, 2211–2216; 3cA. Itai, S. Nozoe, K. Tsuda, S. 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Lett. 2007, 9, 1589–1592. Citing Literature Volume50, Issue40September 26, 2011Pages 9452-9455 ReferencesRelatedInformation
Publication Year: 2011
Publication Date: 2011-09-13
Language: en
Type: article
Indexed In: ['crossref', 'pubmed']
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