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Titanocene-Catalyzed Carbosilylation of Alkenes and Dienes Using Alkyl Halides and Chlorosilanes

Shinsuke Nii, Jun Terao* and Nobuaki Kambe*

*Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan, Email: cteraomail.ecc.u-tokyo.ac.jp, kambechem.eng.osaka-u.ac.jp

S. Nii, J. Terao, N. Kambe, J. Org. Chem., 2000, 65, 5291-5297.

DOI: 10.1021/jo000483p (free Supporting Information)


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Abstract

A titanocene complex catalyzes a regioselective carbosilylation of terminal alkenes and 2,3-disubstituted 1,3-butadienes with alkyl halides and chlorotrialkylsilanes efficiently at 0C in THF in the presence of Grignard reagents. Terminal alkenes afford addition products in good yields, whereas in reaction with dienes, alkyl and silyl units are introduced at the 1- and 4-positions to provide allylsilanes.

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Key Words

silylation, alkylation, multicomponent reactions


ID: J42-Y2000