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Synthesis of 3-Hydroxypyridines Using Ruthenium-Catalyzed Ring-Closing Olefin Metathesis

Kazuhiro Yoshida*, Fumihiro Kawagoe, Kazushi Hayashi, Shingo Horiuchi, Tsuneo Imamoto* and Akira Yanagisawa*

*Department of Chemistry, Faculty of Science, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan, Email: kyoshidafaculty.chiba-u.jp, imamotofaculty.chiba-u.jp, ayanagifaculty.chiba-u.jp

K. Yoshida, F. Kawagoe, K. Hayashi, S. Horiuchi, T. Imamoto, A. Yanagisawa, Org. Lett., 2009, 11, 515-518.

DOI: 10.1021/ol8023117 (free Supporting Information)


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Abstract

Ring-closing olefin metathesis (RCM)/elimination and RCM/oxidation/deprotection of nitrogen-containing dienes are the key processes of new synthetic routes to substituted 3-hydroxypyridines. An application of RCM/oxidation/deprotection allows the synthesis of 3-aminopyridine derivatives.

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A New Synthetic Approach to Phenol Derivatives: Use of Ring-Closing Olefin Metathesis

K. Yoshida, T. Imamoto, J. Am. Chem. Soc., 2005, 127, 10470-10471.


Key Words

Pyridines, N-Heterocycles, RCM


ID: J54-Y2009-0380