Title: A Catalytic Approach for the Functionalization of C(sp<sup>3</sup>)H Bonds
Abstract: Angewandte Chemie International EditionVolume 45, Issue 11 p. 1683-1684 Highlight A Catalytic Approach for the Functionalization of C(sp3)H Bonds Mamoru Tobisu Dr., Mamoru Tobisu Dr. Department of Applied Chemisry, Osaka University, Suita, Osaka 565-0871, Japan, Fax: (+81) 6-6879-7396Search for more papers by this authorNaoto Chatani Prof. Dr., Naoto Chatani Prof. Dr. [email protected] Department of Applied Chemisry, Osaka University, Suita, Osaka 565-0871, Japan, Fax: (+81) 6-6879-7396Search for more papers by this author Mamoru Tobisu Dr., Mamoru Tobisu Dr. Department of Applied Chemisry, Osaka University, Suita, Osaka 565-0871, Japan, Fax: (+81) 6-6879-7396Search for more papers by this authorNaoto Chatani Prof. Dr., Naoto Chatani Prof. Dr. [email protected] Department of Applied Chemisry, Osaka University, Suita, Osaka 565-0871, Japan, Fax: (+81) 6-6879-7396Search for more papers by this author First published: 01 March 2006 https://doi.org/10.1002/anie.200503866Citations: 208Read 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 Access allowed: A Lewis acid catalyzed 1,5-hydride shift is the key step in the direct functionalization of sterically congested C(sp3)H bonds. This new method complements the existing transition-metal-mediated reactions that are limited to the functionalization of more accessible CH bonds. References 1Recent reviews: 1aF. Kakiuchi, N. Chatani, Adv. Synth. Catal. 2003, 345, 1077; 1bV. Ritleng, C. Sirlin, M. Pfeffer, Chem. Rev. 2002, 102, 1731. 2 2aN. Chatani, T. Asaumi, T. Ikeda, S. Yorimitsu, Y. Ishii, F. Kakiuchi, S. Murai, J. Am. Chem. Soc. 2000, 122, 12882; 2bN. Chatani, T. Asaumi, S. Yorimitsu, T. Ikeda, F. Kakiuchi, S. Murai, J. Am. Chem. Soc. 2001, 123, 10935. 3aB. D. Dangel, J. A. Johnson, D. Sames, J. Am. Chem. Soc. 2001, 123, 8149; 3bB. Sezen, R. Franz, D. Sames, J. Am. Chem. Soc. 2002, 124, 13372; 3cB. DeBoef, S. J. Pastine, D. Sames, J. Am. Chem. Soc. 2004, 126, 6556; 3dB. Sezen, D. Sames, J. Am. Chem. Soc. 2005, 127, 5284. 4aZ. 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Soc. 2004, 126, 15378. 11 11aA. D. Ryabov, Chem. Rev. 1990, 90, 403; 11bC. Jia, T. Kitamura, Y. Fujiwara, Acc. Chem. Res. 2001, 34, 633. 12S. J. Pastine, K. M. McQuaid, D. Sames, J. Am. Chem. Soc. 2005, 127, 12180. 13Iminium ion intermediates have been proposed also in several late transition metal catalyzed reactions for the functionalization of CH bonds.[2,4,6] 14M. Noguchi, H. Yamada, T. Sunagawa, J. Chem. Soc. Perkin Trans. 1 1998, 3327; see also references cited in reference [12]. 15During the preparation of this manuscript, another application of the methodology was reported: S. J. Pastine, D. Sames, Org. Lett. 2005, 7, 5429. Citing Literature Volume45, Issue11March 6, 2006Pages 1683-1684 ReferencesRelatedInformation
Publication Year: 2006
Publication Date: 2006-03-01
Language: en
Type: article
Indexed In: ['crossref', 'pubmed']
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Cited By Count: 217
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