Organic Chemistry Portal



Platinum-Catalyzed Nucleophilic Addition of Vinylsilanes at the β-Position

Katsukiyo Miura*, Gen Inoue, Hisashi Sasagawa, Hidenori Kinoshita, Junji Ichikawa and Akira Hosomi

*Department of Applied Chemistry, Graduate School of Science and Engineering, Saitama University, Sakura-ku, Saitama 338-8570, Japan, Email:

K. Miura, G. Inoue, H. Sasagawa, H. Kinoshita, J. Ichikawa, A. Hosomi, Org. Lett., 2009, 11, 5066-5069.

DOI: 10.1021/ol902060r (free Supporting Information)


In the presence of catalytic amounts of PtCl2 and metal iodides, β-substituted vinylsilanes reacted with aldehydes at the β-position to give allyl silyl ethers. Addition to aromatic aldehydes proceeded efficiently in the presence of LiI whereas MnI2 was found to be effective in addition to aliphatic aldehydes.

see article for more examples

Key Words

Allylic Alcohols, Silyl Ethers

ID: J54-Y2009-3330