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A Powerful Hydrogen-Bond-Donating Organocatalyst for the Enantioselective Intramolecular Oxa-Michael Reaction of α,β-Unsaturated Amides and Esters

2013; Wiley; Volume: 125; Issue: 42 Linguagem: Inglês

10.1002/ange.201305492

1521-3757

Yusuke Kobayashi, Yamato Taniguchi, Noboru Hayama, Tsubasa Inokuma, Yoshiji Takemoto,

Asymmetric Synthesis and Catalysis

Angewandte ChemieVolume 125, Issue 42 p. 11320-11324 Zuschrift A Powerful Hydrogen-Bond-Donating Organocatalyst for the Enantioselective Intramolecular Oxa-Michael Reaction of α,β-Unsaturated Amides and Esters† Dr. Yusuke Kobayashi, Dr. Yusuke Kobayashi Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Search for more papers by this authorYamato Taniguchi, Yamato Taniguchi Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Search for more papers by this authorNoboru Hayama, Noboru Hayama Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Search for more papers by this authorDr. Tsubasa Inokuma, Dr. Tsubasa Inokuma Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Search for more papers by this authorProf. Dr. Yoshiji Takemoto, Corresponding Author Prof. Dr. Yoshiji Takemoto takemoto@pharm.kyoto-u.ac.jp Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Search for more papers by this author Dr. Yusuke Kobayashi, Dr. Yusuke Kobayashi Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Search for more papers by this authorYamato Taniguchi, Yamato Taniguchi Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Search for more papers by this authorNoboru Hayama, Noboru Hayama Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Search for more papers by this authorDr. Tsubasa Inokuma, Dr. Tsubasa Inokuma Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Search for more papers by this authorProf. Dr. Yoshiji Takemoto, Corresponding Author Prof. Dr. Yoshiji Takemoto takemoto@pharm.kyoto-u.ac.jp Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan)Search for more papers by this author First published: 27 August 2013 https://doi.org/10.1002/ange.201305492Citations: 26 † We thank Ryuta Kuramoto for experimental support. We gratefully acknowledge a Grant-in-Aid for Scientific Research (Y.T.) on Innovative Areas "Advanced Molecular Transformations by Organocatalysts" from MEXT (Japan). 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 onFacebookTwitterLinked InRedditWechat Abstract Die Einstellung des Organokatalysators ist entscheidend: Unter Verwendung eines Wasserstoffbrückendonors als Organokatalysator wurde eine neuartige enantioselektive intramolekulare Oxa-Michael-Reaktion nicht aktivierter α,β-ungesättigter Amide und Ester entwickelt. Zusätzlich konnten die hierbei erhaltenen Produkte für die asymmetrische Synthese einiger Naturstoffe und biologisch wichtiger Verbindungen verwendet werden. 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 ange_201305492_sm_miscellaneous_information.pdf4.2 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. Volume125, Issue42October 11, 2013Pages 11320-11324 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