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Efficient Chiral N‐Heterocyclic Carbene/Copper(I)‐Catalyzed Asymmetric Allylic Arylation with Aryl Grignard Reagents

2009; Wiley; Volume: 48; Issue: 46 Linguagem: Inglês

10.1002/anie.200904676

1521-3773

Khalid B. Selim, Yasumasa Matsumoto, Ken‐ichi Yamada, Kiyoshi Tomioka,

Synthetic Organic Chemistry Methods

Angewandte Chemie International EditionVolume 48, Issue 46 p. 8733-8735 Communication Efficient Chiral N-Heterocyclic Carbene/Copper(I)-Catalyzed Asymmetric Allylic Arylation with Aryl Grignard Reagents† Khalid B. Selim Dr., Khalid B. Selim Dr. Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto, 606-8501 (Japan), Fax: (+81) 75-753-4604Search for more papers by this authorYasumasa Matsumoto Dr., Yasumasa Matsumoto Dr. Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto, 606-8501 (Japan), Fax: (+81) 75-753-4604Search for more papers by this authorKen-ichi Yamada Dr., Ken-ichi Yamada Dr. Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto, 606-8501 (Japan), Fax: (+81) 75-753-4604Search for more papers by this authorKiyoshi Tomioka Prof. Dr., Kiyoshi Tomioka Prof. Dr. [email protected] Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto, 606-8501 (Japan), Fax: (+81) 75-753-4604Search for more papers by this author Khalid B. Selim Dr., Khalid B. Selim Dr. Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto, 606-8501 (Japan), Fax: (+81) 75-753-4604Search for more papers by this authorYasumasa Matsumoto Dr., Yasumasa Matsumoto Dr. Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto, 606-8501 (Japan), Fax: (+81) 75-753-4604Search for more papers by this authorKen-ichi Yamada Dr., Ken-ichi Yamada Dr. Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto, 606-8501 (Japan), Fax: (+81) 75-753-4604Search for more papers by this authorKiyoshi Tomioka Prof. Dr., Kiyoshi Tomioka Prof. Dr. [email protected] Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto, 606-8501 (Japan), Fax: (+81) 75-753-4604Search for more papers by this author First published: 28 October 2009 https://doi.org/10.1002/anie.200904676Citations: 133 † We thank JSPS and MEXT for financial support [a Grant-in-Aid for Scientific Research (A), a Grant-in-Aid for Scientific Research on Priority Areas "Advanced Molecular Transformations", and a Grant-in-Aid for Young Scientist (B)]. K.B.S. thanks the Egyptian Government for a predoctoral fellowship. 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 Graphical Abstract Gamma rules: The title reaction was achieved in a highly regioselective manner using aryl Grignard reagents with monodentate chiral N-heterocyclic carbene–copper(I) catalyst to give diarylvinylmethanes with excellent enantiomeric excess in excellent yield (see scheme). 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 anie_200904676_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. Volume48, Issue46November 2, 2009Pages 8733-8735 RelatedInformation