Cyanosilylation of Hetero-Substituted Ketones Catalyzed by LiCl

Takeshi      Ohkuma; Nobuhito      Kurono; Ken      Suzuki

doi:10.2174/157017806776114658

Abstract

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

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Letters in Organic Chemistry

Title: Cyanosilylation of Hetero-Substituted Ketones Catalyzed by LiCl

Volume: 3 Issue: 4

Author(s): Takeshi Ohkuma, Nobuhito Kurono and Ken Suzuki

Affiliation:

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

Abstract: 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.

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Ohkuma Takeshi, Kurono Nobuhito and Suzuki Ken, Cyanosilylation of Hetero-Substituted Ketones Catalyzed by LiCl, Letters in Organic Chemistry 2006; 3 (4) . https://dx.doi.org/10.2174/157017806776114658