Catalytic Enantioselective Trifluoromethylation of Azomethine Imines with Trimethyl(trifluoromethyl)silane
2009; Wiley; Volume: 121; Issue: 34 Linguagem: Inglês
10.1002/ange.200902457
ISSN1521-3757
AutoresHiroyuki Kawai, Akihiro Kusuda, Shuichi Nakamura, Motoo Shiro, Norio Shibata,
Tópico(s)Synthesis and Reactions of Organic Compounds
ResumoAngewandte ChemieVolume 121, Issue 34 p. 6442-6445 Zuschrift Catalytic Enantioselective Trifluoromethylation of Azomethine Imines with Trimethyl(trifluoromethyl)silane† Hiroyuki Kawai, Hiroyuki Kawai Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81) 52-735-5442Search for more papers by this authorAkihiro Kusuda, Akihiro Kusuda Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81) 52-735-5442Search for more papers by this authorShuichi Nakamura Dr., Shuichi Nakamura Dr. Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81) 52-735-5442Search for more papers by this authorMotoo Shiro Dr., Motoo Shiro Dr. Rigaku Corporation, 3-9-12 Mastubara-cho, Akishima, Tokyo 196-8666 (Japan)Search for more papers by this authorNorio Shibata Prof., Norio Shibata Prof. [email protected] Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81) 52-735-5442Search for more papers by this author Hiroyuki Kawai, Hiroyuki Kawai Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81) 52-735-5442Search for more papers by this authorAkihiro Kusuda, Akihiro Kusuda Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81) 52-735-5442Search for more papers by this authorShuichi Nakamura Dr., Shuichi Nakamura Dr. Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81) 52-735-5442Search for more papers by this authorMotoo Shiro Dr., Motoo Shiro Dr. Rigaku Corporation, 3-9-12 Mastubara-cho, Akishima, Tokyo 196-8666 (Japan)Search for more papers by this authorNorio Shibata Prof., Norio Shibata Prof. [email protected] Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81) 52-735-5442Search for more papers by this author First published: 07 August 2009 https://doi.org/10.1002/ange.200902457Citations: 49 † Support was provided by KAKENHI by a Grant-in-Aid for Scientific Research on Priority Areas “Advanced Molecular Transformations of Carbon Resources” from the Ministry of Education, Culture, Sports, Science, and Technology Japan. We also thank TOSOH F-TECH INC. for a gift of Me3SiCF3. 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 onEmailFacebookTwitterLinkedInRedditWechat Graphical Abstract Ein Kinderspiel! Die Titelreaktion mit Azomethiniminen 1 nutzt ein einfach durchzuführendes Verfahren, das auf der Kombination eines China-Alkaloid-Bromsalzes 3 mit KOH beruht. Das Verfahren ist verlässlich und allgemein anwendbar. Trifluormethylsubstituierte Amine werden durch zweistufiges Entschützen des Produkts (S)-2 zugänglich. 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_200902457_sm_miscellaneous_information.pdf3.9 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 1G. K. S. Prakash, R. Krishnamurti, G. A. Olah, J. Am. Chem. Soc. 1989, 111, 393–395. 10.1021/ja00183a073 CASWeb of Science®Google Scholar 2 2aG. K. S. Prakash, A. K. Yudin, Chem. Rev. 1997, 97, 757–786; 10.1021/cr9408991 CASPubMedWeb of Science®Google Scholar 2bR. P. Singh, J. M. Shreeve, Tetrahedron 2000, 56, 7613–7632; 10.1016/S0040-4020(00)00550-0 CASWeb of Science®Google Scholar 2cP. Lin, J. 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Google Scholar Citing Literature Volume121, Issue34August 10, 2009Pages 6442-6445 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. ReferencesRelatedInformation
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