Gold(III)-Catalyzed Cyanosilylation of Ketones and Aldehydes

Woo Kyung Cho; Sung Min Kang; Amiya K. Medda; Jungkyu K. Lee; Insung S. Choi; Hee-Seung Lee

doi:10.1055/s-2008-1032154

PAPER

Gold(III)-Catalyzed Cyanosilylation of Ketones and Aldehydes

Woo Kyung Cho, Sung Min Kang, Amiya K. Medda, Jungkyu K. Lee, Insung S. Choi*, Hee-Seung Lee*
Department of Chemistry and School of Molecular Science (BK21), Center for Molecular Design and Synthesis, KAIST, Daejeon 305-701, Korea
Fax: +82(42)8692810; e-Mail: ischoi@kaist.ac.kr; e-Mail: hee-seung_lee@kaist.ac.kr;

Abstract

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Abstract

Gold(III) chloride was found to be a highly efficient catalyst for the cyanosilylation of various ketones and aldehydes. The reactions were complete within 30 minutes at room temperature in the presence of only one mol% gold(III) chloride, yielding the corresponding cyanohydrin trimethylsilyl ethers in very good yields. The isolated yields for the reactions of ketones were up to 98%, and the reactions of aldehydes gave 100% conversion, as monitored by ¹H NMR spectroscopy.

Key words

cyanohydrins - transition metals - homogeneous catalysis - ketones - aldehydes

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References

These authors contributed equally to this work.

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