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Ligand-Controlled, Complementary Stereoselectivity in the Platinum-Catalyzed Intramolecular Silaboration of Alkenes

Toshimichi Ohmura, Hideki Furukawa and Michinori Suginome*

*Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Kyoto 615-8510, Japan, Email: suginomesbchem.kyoto-u.ac.jp

T. Ohmura, H. Furukawa, M. Suginome, J. Am. Chem. Soc., 2006, 128, 13366-13367.

DOI: 10.1021/ja065588+


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Abstract

A platinum-catalyzed intramolecular silaboration of borylsilanyl homoallyl ethers gave 1-oxa-2-silacyclopentanes in high yields. The stereoselectivity of the reactions strongly depended on the used ligands. A complementary synthesis of a pair of diastereomers of 6-methylheptane-1,3,5-triol is described.

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Palladium-Catalyzed Asymmetric Silaboration of Allenes

T. Ohmura, H. Taniguchi, M. Suginome, J. Am. Chem. Soc., 2006, 128, 13682-13683.


Key Words

Silaboration, Alkylsilanes


ID: J48-Y2006-3450