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Nickel-Catalyzed Regio- and Stereoselective Silylation of Terminal Alkenes with Silacyclobutanes: Facile Access to Vinylsilanes from Alkenes

Koji Hirano, Hideki Yorimitsu and Koichiro Oshima*

*Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-daigaku Katsura, Nishikyo-ku, Kyoto 615-8510, Japan, Email: oshimaorgrxn.mbox.media.kyoto-u.ac.jp

K. Hirano, H. Yorimitsu, K. Oshima, J. Am. Chem. Soc., 2007, 129, 6094-6095.

DOI: 10.1021/ja070938t (free Supporting Information)


Abstract

The nickel-catalyzed reaction of terminal alkenes with silacyclobutanes afforded the corresponding vinylsilanes in a highly regio- and stereoselective fashion. The reaction provides a facile access to vinylsilanes starting from trivial terminal alkenes as well as styrenes, 1,3-dienes, and acrylate esters.

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Key Words

Silanes


ID: J48-Y2007-1680