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

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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 0°C 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

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ID: J42-Y2000