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A Synthetic Study of Atropurpuran: Construction of a Pentacyclic Framework by an Intramolecular Reverse‐Electron‐Demand Diels–Alder Reaction

2011; Wiley; Volume: 123; Issue: 39 Linguagem: Inglês

10.1002/ange.201103950

1521-3757

Takahiro Suzuki, Aya Sasaki, Naoki Egashira, Susumu Kobayashi,

Alkaloids: synthesis and pharmacology

Angewandte ChemieVolume 123, Issue 39 p. 9343-9345 Zuschrift A Synthetic Study of Atropurpuran: Construction of a Pentacyclic Framework by an Intramolecular Reverse-Electron-Demand Diels–Alder Reaction† Dr. Takahiro Suzuki, Dr. Takahiro Suzuki Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510 (Japan) http://www.rs.noda.tus.ac.jp/kobalab/index.htmlSearch for more papers by this authorAya Sasaki, Aya Sasaki Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510 (Japan) http://www.rs.noda.tus.ac.jp/kobalab/index.htmlSearch for more papers by this authorNaoki Egashira, Naoki Egashira Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510 (Japan) http://www.rs.noda.tus.ac.jp/kobalab/index.htmlSearch for more papers by this authorProf. Dr. Susumu Kobayashi, Corresponding Author Prof. Dr. Susumu Kobayashi kobayash@rs.noda.tus.ac.jp Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510 (Japan) http://www.rs.noda.tus.ac.jp/kobalab/index.htmlFaculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510 (Japan) http://www.rs.noda.tus.ac.jp/kobalab/index.htmlSearch for more papers by this author Dr. Takahiro Suzuki, Dr. Takahiro Suzuki Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510 (Japan) http://www.rs.noda.tus.ac.jp/kobalab/index.htmlSearch for more papers by this authorAya Sasaki, Aya Sasaki Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510 (Japan) http://www.rs.noda.tus.ac.jp/kobalab/index.htmlSearch for more papers by this authorNaoki Egashira, Naoki Egashira Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510 (Japan) http://www.rs.noda.tus.ac.jp/kobalab/index.htmlSearch for more papers by this authorProf. Dr. Susumu Kobayashi, Corresponding Author Prof. Dr. Susumu Kobayashi kobayash@rs.noda.tus.ac.jp Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510 (Japan) http://www.rs.noda.tus.ac.jp/kobalab/index.htmlFaculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda-shi, Chiba 278-8510 (Japan) http://www.rs.noda.tus.ac.jp/kobalab/index.htmlSearch for more papers by this author First published: 24 August 2011 https://doi.org/10.1002/ange.201103950Citations: 10 † This research was supported in part by a Grant-in-Aid for Young Scientists (B, KAKENHI no. 22790022) from the Japan Society for the Promotion of Science. We thank Prof. K. Miyamura and K. Ueji (Department of Chemistry, Tokyo University of Science) for assistance with X-ray analysis. Read the full textAboutPDF ToolsRequest permissionAdd to favorites 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 Verborgenes Talent: Ein Tetracyclo[5.3.3.04,9.04,12]tridecan-Gerüst kann durch intramolekulare Diels-Alder-Reaktion mit inversem Elektronenbedarf (REDDA) aus maskiertem ortho-Benzochinon (MOB; siehe Schema) aufgebaut werden. Diese Reaktion ermöglicht den Zugang zum pentacyclischen Grundgerüst von Atropurpuran; darüber hinaus können auch andere Anti-Bredt-Strukturen und käfigartige komplexe Moleküle damit erhalten werden. Citing Literature 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 ange_201103950_sm_miscellaneous_information.pdf3 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. Volume123, Issue39September 19, 2011Pages 9343-9345 This is the German version of Angewandte Chemie. Note for articles published since 1962: Do not cite this version alone. Take me to the International Edition version with citable page numbers, DOI, and citation export. We apologize for the inconvenience. RelatedInformation