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Cyanosilylation of Hetero-Substituted Ketones Catalyzed by LiCl

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LiCl efficiently catalyzes cyanosilylation of various hetero-substituted ketones. α,α-Dialkoxy ketones are completely converted to silylated cyanohydrins with a substrate-to-catalyst molar ratio of 100,000 at room temperature. Acetophenones substituted by an electron-attracting group at the ortho or para position show higher reactivity than substrates with an electron-donating function.

Keywords: Catalytic reaction; cyanosilylation; cyanotrimethylsilane; hetero-substituted ketones; lithium chloride; silylated cyanohydrins

Document Type: Research Article


Affiliations: Division of Chemical Process Engineering, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan.

Publication date: 2006-04-01

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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