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Updated: May 16, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Platinum-Catalyzed Alkenylation of Acetals with Alkenylsilanes
Toma Hattori1, Juri Matsuda-Komuro1, Yuji Sakurazawa1
1Department of Applied Chemistry, Graduate School of Science and Engineering, Saitama University, 255 Shimo-ohkubo, Sakura-ku, Saitama 338-8570, Japan.
Abstract:
In the presence of catalytic amounts of PtCl2 and LiI, alkenylsilanes reacted with dimethyl acetals of aromatic aldehydes in acetonitrile to give allylic methyl ethers. This alkenylation reaction occurred not at the α-carbon bound to silicon but at the β-carbon of alkenylsilanes. Use of chlorotrimethylsilane as an additive was effective in promoting the alkenylation of certain acetals. The PtCl2-catalyzed hydrosilylation of terminal alkynes with triethylsilane and subsequent alkenylation of acetals enabled easy and rapid synthesis of allylic ethers.
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