Toma Hattori, Juri Matsuda-Komuro, Yuji Sakurazawa, Naoto Chijiwa, Daiki Fukuda, Hidenori Kinoshita and Katsukiyo Miura*,
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Platinum-Catalyzed Alkenylation of Acetals with Alkenylsilanes
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.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.