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Iron-Catalyzed Negishi Coupling Toward an Effective Olefin Synthesis

Takuji Hatakeyama, Naohisa Nakagawa and Masaharu Nakamura*

*Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Uji, Kyoto 611-0011, Japan, Email: masaharuscl.kyoto-u.ac.jp

T. Niu, W. Zhang, D. Huang, C. Xu, H. Wang, Y. Hu, Org. Lett., 2009, 11, 4474-4477.

DOI: 10.1021/ol901555r (free Supporting Information)



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Abstract

A selective iron-catalyzed cross-coupling of primary and secondary alkyl chlorides, bromides, and iodides with alkenylzinc reagents gives the corresponding olefins in good to excellent yields in a stereospecific manner. High functional group compatibility is also demonstrated by using combinations of substrates possessing rather reactive substituents.

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Key Words

Negishi Coupling, Olefins


ID: J54-Y2009-2990